Organic & Biomolecular Chemistry



Rh(III)-catalyzed regioselective C4 alkylation of indoles with allylic alcohols: direct access to β-indolyl ketones ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00396D, Communication Changduo Pan, Gao Huang, Yujia Shan, Yiting Li, Jin-Tao Yu A Rh(III)-catalyzed direct C4 alkylation of indoles with allylic alcohols was developed. This transformation was approached with the assistance of ketone as directing group under mild conditions, leading to a... The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent Advances in β-L-Rhamnosylation ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00297F, Review Article Diksha Rai, Suvarn S. Kulkarni L-Rhamnose forms the key components of important antigenic oligo- and polysaccharides of a variety of pathogens. Obtaining 1,2-cis stereoselectivity in glycosylation of L-rhamnoside is quite challenging due to unavailability of... The content of this RSS Feed (c) The Royal Society of Chemistry
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Biochemical characterisation of an α1,4 galactosyltransferase from Neisseria weaveri for the synthesis of α1,4-linked galactosides ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00407C, Paper Kun Huang, Andrea Marchesi, Kristian Hollingsworth, Peter Both, Ashley P Mattey, Edward Pallister, Helene Ledru, Simon Charnock, M. Carmen Galan, W Bruce Turnbull, Fabio Parmeggiani, Sabine L. Flitsch The human cell surface trisaccharide motifs globotriose and P1 antigen play key roles in infections by pathogenic bacteria, which makes them important synthetic targets as antibacterial agents. Enzymatic strategies to... The content of this RSS Feed (c) The Royal Society of Chemistry
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Regioselective Hydroarylation and Arylation of Maleimides with Indazoles via a Rh(III)-Catalyzed C-H Activation ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00353K, Paper Alakananda Hajra, Asim Kumar Ghosh, Sadhanendu Samanta, Payel Ghosh, Sukanya Neogi A switchable Rh(III)-catalyzed highly regioselective hydroarylation and oxidative arylation of maleimides with 2-arylindazoles via C−H activation has been demonstrated. The reaction affords 3-(2-(2H-indazol-2-yl)phenyl)succinimide and 3-(2-(2H-indazol-2-yl)phenyl)maleimide derivatives in high yields with... The content of this RSS Feed (c) The Royal Society of Chemistry
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Progress in Recent Development of Stereoselective Synthesis of β2-Amino Acid Derivatives from β-Nitroacrylates ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00448K, Review Article Hao-Wei Zeng, Ping-Yu Wu, Hsyueh-Liang Wu The synthesis and properties of β-amino acids have drawn considerable attention owing to their ubiquitous presence in naturally occurring products of biological importance. While β3-amino acids are readily available from... The content of this RSS Feed (c) The Royal Society of Chemistry
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Silver-catalyzed direct C–H oxidative carbamoylation of quinolines with oxamic acids ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00358A, Paper Jin-Wei Yuan, Qian Chen, Chuang Li, Jun-Liang Zhu, Liang-Ru Yang, Shou-Ren Zhang, Pu Mao, Yong-Mei Xiao, Ling-Bo Qu A facile and highly efficient method has been successfully developed for the synthesis of 2-carbamoylated quinolines. The current reaction exhibits broad substrate scope, good functional group compatibility, and good to excellent yields. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Acid–base-sensitive allylic oxidation of 2-allylbenzoic acids to form phthalides ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00303D, Paper Le Thi Ngoc Chuc, Thi Anh Hong Nguyen, Duen-Ren Hou Allylic oxidation of 2-allylbenzoic acids to phthalides, instead of Wacker-type isocoumarins, was achieved with 1,2-bis(phenylsulfinyl)ethane palladium(II) acetate (White catalyst) and oxygen in DMSO. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Catalytic enantioselective decarboxylative nucleophilic addition reactions using chiral organocatalysts ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00127A, Review Article Kengo Hyodo, Shuichi Nakamura Catalytic decarboxylative reactions are attractive as biomimetic and environmentally friendly reaction processes. This review summarizes recent results for organocatalytic enantioselective decarboxylative reactions from October 2013 to December 2019. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis and evaluation of Nα,Nε-diacetyl-L-lysine-inositol conjugates as cancer-selective probes for metabolic engineering of GPIs and GPI-anchored proteins ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00333F, Paper Mohit Jaiswal, Sanyong Zhu, Wenjie Jiang, Zhongwu Guo Two myo-inositol derivatives having a removable Nα,Nε-diacetyl-L-lysine (Ac2Lys) moiety linked to the inositol 1-O-position through a self-cleavable linker and a metabolically stable 2-azidoethyl group linked to the inositol 3-O- and... The content of this RSS Feed (c) The Royal Society of Chemistry
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Catalyst and solvent switched divergent C−H functionalization: oxidative annulation of N-aryl substituted quinazolin-4-amine with alkynes ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00318B, Communication Siddi Ramulu Meesa, Praveen Kumar Naikawadi, Kishan Gugulothu, Shiva Kumar Kota The development of site-selective C−H functionalizations/annulations is one of the most challenging practices in synthetic organic chemistry particularly for substrates bearing several similarly reactive C−H bonds. Herein, we describe catalyst... The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent advances in two-photon absorbing probes based on functionalized dipolar naphthalene platform ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00515K, Review Article Jong Min An, Sung Hyun Kim, Dokyoung Kim Two-photon microscopy (TPM) techniques have been highlighted over the past two decades throughout various fields, including physics, chemistry, biology, and medicine. In particular, the two-photon near-infrared excitations of fluorophores or... The content of this RSS Feed (c) The Royal Society of Chemistry
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Metal-free cascade reactions of aziridines with arylalkynes and aryldiazoniums: facial access to arylazopyrrolines ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00346H, Paper Jing Rong, Hao Jiang, Sijing Wang, Zhenni Su, Huiyan Wang, Chuanzhou Tao A novel and facile approach to synthesize arylazopyrroline scaffolds via metal-free cascade reaction of aziridines with arylalkynes and aryldiazoniums has been developed, providing access to a variety of 4-arylazo-2-pyrrolines in... The content of this RSS Feed (c) The Royal Society of Chemistry
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Direct synthesis of ortho-methylthio allyl and vinyl ethers via three component reaction of aryne, activated alkene and DMSO ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00275E, Paper Hemanta Hazarika, Pranjal Gogoi A transition-metal free synthetic strategy for the direct synthesis of ortho-methylthio allyl and vinyl ethers via cascade three-component coupling of aryne, activated alkene and DMSO. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthetic-biology-based discovery of a fungal macrolide from Macrophomina phaseolina ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00519C, Communication Yohei Morishita, Terutaka Sonohara, Tohru Taniguchi, Kiyohiro Adachi, Makoto Fujita, Teigo Asai Genome mining and heterologous biosynthesis led to the discovery of a 12 membered macrolide from Macrophomina phaseolina. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthetic preparation and immunological evaluation of β-mannosylceramide and related N-acyl analogues ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00223B, Paper Sage A. Robinson, Jessica Yau, Masaki Terabe, Jay A. Berzofsky, Gavin F. Painter, Benjamin J. Compton, David S. Larsen The synthesis of the invariant natural killer (iNK) T cell agonist β-mannosylceramide along with a series of fatty amide analogues is reported. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Efflux pump insensitive rhodamine-jasplakinolide conjugates for G- and F-actin imaging in living cells ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00369G, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Ruta Gerasimaite, Jan Seikowski, Jens Schimpfhauser , Georgij Kostiuk, Tanja Gilat, Elisa D'Este, Sebastian Schnorrenberg, Grazvydas Lukinavicius Actin cytoskeleton is crucial for endocytosis, intracellular trafficking, cell shape maintenance and a wide range of other cellular functions. Recently introduced cell-permeable fluorescent actin probes, such as SiR-actin, suffer from... The content of this RSS Feed (c) The Royal Society of Chemistry
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Free-base porphyrins with localized NH protons. Can substituents alone stabilize the elusive cis tautomer? ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00452A, Paper Kolle E. Thomas, Jeanet Conradie, Christine M. Beavers, Abhik Ghosh The localization of central NH protons in antipodally tetrasubstituted tetraphenylporphyrins suggested that suitable substitutions might also stabilize a porphyrin cis tautomer, a possibility that appears to be supported by DFT calculations. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Chiral diene-promoted room temperature conjugate arylation: highly enantioselective synthesis of substituted chiral phenylalanine derivatives and α,α-di(arylmethyl)acetates ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00616E, Paper Jian-Ping Chen, Ming-Hua Xu A highly enantiocontrolled room temperature rhodium-catalyzed conjugate arylation process was developed. The reaction proceeds through 1,4-addition of α-substituted acrylates followed by enantioselective protonation using a C1-symmetric chiral bicyclo[2,2,2] diene as... The content of this RSS Feed (c) The Royal Society of Chemistry
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Singlet Oxygen Mediated Dual C-C and C-N bond cleavage in Visible Light ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00563K, Paper Ritu Chahal, Charu Sharma, sharvan Kumar, Nidhi Jain A tandem cleavage of carbon-carbon and carbon-nitrogen bonds in imidazo[1,2-a]pyridines and imidazo[1,2-a]quinolines is reported in presence of Eosin Y and visible light. The ring opening occurs under ambient conditions through... The content of this RSS Feed (c) The Royal Society of Chemistry
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Ruthenium(II)-catalyzed C–H olefination of indoles with alkynes: facile construction of tetrasubstituted alkenes under aqueous conditions ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00508H, Paper Ming Li, Tian-Yu Yao, Sheng-Zheng Sun, Ting-Xun Yan, Li-Rong Wen, Lin-Bao Zhang An environmentally-friendly and facile protocol for the construction of tetrasubstituted alkenes has been established by Ru(II)-catalyzed C-H bond functionalizations under mild conditions. The method was featured by the usage of... The content of this RSS Feed (c) The Royal Society of Chemistry
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Photochemical Rearrangement of Diarylethenes: Synthesis of Functionalized Phenanthrenes. ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00296H, Paper Valerii Z. Shirinian, Alexey V. Zakharov, Anton V. Yadykov, Andrey G. Lvov, Evgenia A. Mitina A novel protocol for synthesis of functionalized phenanthrenes through photocyclization of diarylethenes (DAE) under UV-irradiation is proposed. The reaction proceeds through 6π-electrocyclization with the formation of a cyclic (closed) intermediate... The content of this RSS Feed (c) The Royal Society of Chemistry
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Visible light promoted C–H functionalization of imidazoheterocycles ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00246A, Review Article Avik Kumar Bagdi, Alakananda Hajra The present review summarizes the visible light mediated direct C–H functionalizations of pharmacologically active imidazo[1,2-a]pyridines and other related heterocycles. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Regio- and stereoselective synthesis of 1,4-enynes by iron-catalysed Suzuki–Miyaura coupling of propargyl electrophiles under ligand-free condition ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00357C, Communication Ryosuke Agata, Siming Lu, Hiroshi Matsuda, Katsuhiro Isozaki, Masaharu Nakamura The first iron-catalysed cross coupling of propargyl electrophiles with lithium alkenylborates has been developed. Various propargyl electrophiles can be cross-coupled with lithium (E)- or (Z)-alkenylborates in a stereospecific manner to... The content of this RSS Feed (c) The Royal Society of Chemistry
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Organocatalytic Asymmetric Addition of Thioglycolates to o-Quinone Methides: A Route to 5-substituted-5H-benzoxathiepine-2(3H)-ones ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00568A, Communication Subhas Chandra Pan, Deepak Chopra, Chandan Gharui, Satya Prakash Here in we have developed the first enantioselective synthesis of 5-substituted-5H-benzoxathiepine-2(3H)-ones. 2-Sulfonylmethyl phenols and thioglycolates were employed as the reaction partners in this method. The desired thia Michael products were... The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of orthogonally protected and functionalized bacillosamines ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00256A, Communication Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Jeanine van Mechelen, Jim Voorneveld, Hermen Overkleeft, Dmitri Viktorovitsj Filippov, Gijs van der marel, Jeroen D Codee 2,4-Diamino-2,4,6-trideoxyglucose (bacillosamine), is a monosaccharide found in many pathogenic bacteria. Variation in the functionalities appended to the amino groups occurs depending on the species the sugar is derived from. We... The content of this RSS Feed (c) The Royal Society of Chemistry
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Stereoselective Preparation of P,Axial-Stereogenic Allenyl Bisphosphine Oxides via Chirality-Transferring ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00390E, Communication Chang-Qiu Zhao, Mao-Ran Qiu, Hong-Xing Zheng, Jing-Jing Ye, Bing-Xia Yan, Qiang Li P,C-Stereogenic propargyl alcohols RC-3/SC-3’ were prepared from the addition of (L)-menthyl-derived SPOs to propynals, which were converted to P,axial-stereogenic allenyl bisphosphine oxides. The chirality transferring was controlled by alpha-carbon via... The content of this RSS Feed (c) The Royal Society of Chemistry
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Peptide precursors that acquire denatured collagen-hybridizing ability by O-to-N acyl migration at physiological pH ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02136A, Communication Sayaka Kanai, Koshi Machida, Ryo Masuda, Takaki Koide Here, we report peptide probes with either single or cyclic double stranded collagen-like sequences that spontaneously acquire collagen-hybridizing ability at physiological pH. These peptides have ester bonds derived from O-acyl... The content of this RSS Feed (c) The Royal Society of Chemistry
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Examination of pinanediol–boronic acid ester formation in aqueous media: relevance to the relative stability of trigonal and tetrahedral boronate esters ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00201A, Paper Mayte A. Martínez-Aguirre, Marcos Flores-Alamo, Felipe Medrano, Anatoly K. Yatsimirsky The “inverted” order of stabilities Ktrig > Ktet is observed for pinanediol boronate esters in spite of the existence of the usual strain release effect in the O–B–O angle of the cyclic diol ester. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of β-lactams via diastereoselective, intramolecular Kinugasa reactions ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00228C, Paper Oskar Popik, Barbara Grzeszczyk, Olga Staszewska-Krajewska, Bartłomiej Furman, Marek Chmielewski Intramolecular Kinugasa reactions on in situ generated carbohydrate-derived alkynylnitrones are described. Subsequent transformations of cycloadducts followed by epimerization at the C-4 carbon atom led to trans-substituted azetidinones with high stereoselectivity. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Palladium(II)-catalyzed stereoselective synthesis of C-glycosides from glycals with diaryliodonium salts ()
Org. Biomol. Chem., 2020, 18,2242-2251 DOI: 10.1039/D0OB00247J, Paper Kumar Bhaskar Pal, Jiande Lee, Mrinmoy Das, Xue-Wei Liu An effective Pd(II)-catalyzed stereoselective C-glycosylation method has been successfully manifested for the synthesis of diversely functionalized 2,3-dideoxy C-aryl glycosides starting from glycals with a wide range of diaryliodonium salts. The content of this RSS Feed (c) The Royal Society of Chemistry
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Photosensitised biphotonic chemistry of pyrimidine derivatives ()
Org. Biomol. Chem., 2020, 18,2227-2232 DOI: 10.1039/D0OB00132E, Communication Ofelia R. Alzueta, Jean Cadet, M. Consuelo Cuquerella, Miguel A. Miranda Biphotonic chemistry of pyrimidines is produced using a 355 nm laser and 2-methoxyacetophenone as photosensitiser. The content of this RSS Feed (c) The Royal Society of Chemistry
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Asymmetric total syntheses of naturally occurring α,β-enone-containing RALs, L-783290 and L-783277 through intramolecular base-mediated macrolactonization reaction ()
Org. Biomol. Chem., 2020, 18,2331-2345 DOI: 10.1039/D0OB00237B, Paper Joy Chakraborty, Ankan Ghosh, Samik Nanda Asymmetric total synthesis of two naturally occurring α,β-enone containing RALs, L-783290 and L-783277 is described in this article. The content of this RSS Feed (c) The Royal Society of Chemistry
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A modular approach for organizing dimeric coiled coils on peptoid oligomer scaffolds ()
Org. Biomol. Chem., 2020, 18,2312-2320 DOI: 10.1039/D0OB00453G, Paper Linhai Jiang, Kent Kirshenbaum A peptoid oligomer macrocycle can be used as a scaffold for templating a dimeric coiled coil peptide assembly, substantially increasing its thermal stability. The content of this RSS Feed (c) The Royal Society of Chemistry
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Chemoselective photocatalytic oxidation of alcohols to aldehydes and ketones by nitromethane on titanium dioxide under violet 400 nm LED light irradiation ()
Org. Biomol. Chem., 2020, 18,2326-2330 DOI: 10.1039/C9OB02183C, Paper Azam Rahimi Niaraki, Mohammad Reza Saraee, Foad Kazemi, Babak Kaboudin In this study, for the first time, nitroalkanes, especially nitromethane, have been used as electron acceptors for the highly chemoselective oxidation of alcohols in the presence of a TiO2 photocatalyst under 400 nm LED irradiation. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of monofluorooxazoles with quaternary C–F centers through photoredox-catalyzed radical addition of methylene-2-oxazolines ()
Org. Biomol. Chem., 2020, 18,2223-2226 DOI: 10.1039/D0OB00267D, Communication Gui-Ting Song, Chuan-Hua Qu, Jin-Hong Chen, Zhi-Gang Xu, Cheng-He Zhou, Zhong-Zhu Chen A photoredox-catalyzed radical addition of methylene-2-oxazolines has been developed under visible light irradiation to synthesize monofluorooxazoles with quaternary C–F centers using 2-bromo-2-fluoro-3-oxo-3-phenylpropionates as radical source. The content of this RSS Feed (c) The Royal Society of Chemistry
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Diastereoselective synthesis of trisubstituted olefins using a silicon-tether ring-closing metathesis strategy ()
Org. Biomol. Chem., 2020, 18,2297-2306 DOI: 10.1039/C9OB02563D, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Stéphane Wittmann, Alexander F. Tiniakos, Joëlle Prunet We report an efficient and diastereoselective synthesis of E- and Z-trisubstituted alkenes by a silicon-tether ring-closing metathesis strategy. The content of this RSS Feed (c) The Royal Society of Chemistry
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Host–guest interaction of nitroxide radicals with water-soluble pillar[6]arenes ()
Org. Biomol. Chem., 2020, 18,2321-2325 DOI: 10.1039/D0OB00341G, Paper Xue Wang, Kaiyun Ji, Antal Rockenbauer, Yangping Liu, Yuguang Song The host–guest interaction of nitroxide radicals with water-soluble pillar[6]arenes has been for the first time verified in this study. The content of this RSS Feed (c) The Royal Society of Chemistry
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Total synthesis of nafuredin B ()
Org. Biomol. Chem., 2020, 18,2346-2359 DOI: 10.1039/D0OB00370K, Paper Gour Hari Mandal, Dhiman Saha, Rajib Kumar Goswami Asymmetric total synthesis of nafuredin B has been achieved for the first time following a convergent approach. The content of this RSS Feed (c) The Royal Society of Chemistry
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Characterization of the promiscuous N-acyl CoA transferase, LgoC, in legonoxamine biosynthesis ()
Org. Biomol. Chem., 2020, 18,2219-2222 DOI: 10.1039/D0OB00320D, Communication Fleurdeliz Maglangit, Saad Alrashdi, Justine Renault, Laurent Trembleau, Catherine Victoria, Ming Him Tong, Shan Wang, Kwaku Kyeremeh, Hai Deng More than 500 siderophores are known to date, but only three were identified to be aryl-containing hydroxamate siderophores, legonoxamines A and B from Streptomyces sp. MA37, and aryl ferrioxamine 2 from Micrococcus luteus KLE1011. The content of this RSS Feed (c) The Royal Society of Chemistry
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β-Carboline directed regioselective hydroxylation by employing Cu(OAc)2 and mechanistic investigation by ESI-MS ()
Org. Biomol. Chem., 2020, 18,2307-2311 DOI: 10.1039/D0OB00250J, Paper Darshana Bora, Ramya Tokala, Stephy Elza John, Bitla Prasanth, Nagula Shankaraiah This protocol demonstrates microwave-irradiated monohydroxylation on different heterocycles via C–H functionalization which leads into the development of biologically relevant molecules. The content of this RSS Feed (c) The Royal Society of Chemistry
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1-(2H-Azirine-2-carbonyl)benzotriazoles: building blocks for the synthesis of pyrrole-containing heterocycles ()
Org. Biomol. Chem., 2020, 18,2283-2296 DOI: 10.1039/D0OB00206B, Paper Ekaterina E. Galenko, Firuza M. Shakirova, Vladimir A. Bodunov, Mikhail S. Novikov, Alexander F. Khlebnikov A simple strategy was developed for the synthesis of pyrrole-containing polyheterocycles by sequential annulation of 2H-azirine-2-carbonylbenzotriazoles derived from 5-chloroisoxazoles. The content of this RSS Feed (c) The Royal Society of Chemistry
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Functionalised thermally induced phase separation (TIPS) microparticles enabled for “click” chemistry ()
Org. Biomol. Chem., 2020, 18,2215-2218 DOI: 10.1039/D0OB00106F, Communication Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. João C. F. Nogueira, Ketevan Paliashvili, Alexandra Bradford, Francesco Di Maggio, Daniel A. Richards, Richard M. Day, Vijay Chudasama In this study we describe a novel platform for generating functionalised TIPS microparticles for “click” conjugation to various active compounds. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of artemisinic acid derived glycoconjugates and their anticancer studies ()
Org. Biomol. Chem., 2020, 18,2252-2263 DOI: 10.1039/D0OB00216J, Paper Tharun K. Kotammagari, Sayantan Paul, Ganesh K. Barik, Manas K. Santra, Asish K. Bhattacharya Twenty-four artemisinic acid glycoconjugate hybrids were synthesized using click reaction and evaluated for their anticancer activities against the MCF7 cell line. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of phthalimides cross-conjugated with an azulene ring, and their structural, optical and electrochemical properties ()
Org. Biomol. Chem., 2020, 18,2274-2282 DOI: 10.1039/D0OB00164C, Paper Taku Shoji, Nanami Iida, Akari Yamazaki, Yukino Ariga, Akira Ohta, Ryuta Sekiguchi, Tatsuki Nagahata, Takuya Nagasawa, Shunji Ito Phthalimides cross-conjugated with an azulene ring were prepared by a one-pot reaction starting from the Diels–Alder reaction of the corresponding 2-aminofuran derivatives with several maleimides. The content of this RSS Feed (c) The Royal Society of Chemistry
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β-Selective xylulofuranosylation via a conformationally-restricted glycosyl donor ()
Org. Biomol. Chem., 2020, 18,2264-2273 DOI: 10.1039/D0OB00260G, Paper Bo-Shun Huang, Todd L. Lowary Reported is the first stereoselective method for β-xylulofuranosylation, which employs 3,4-O-xylylene-protected thioglycoside donors. The content of this RSS Feed (c) The Royal Society of Chemistry
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Tandem transformations and multicomponent reactions utilizing alcohols following dehydrogenation strategy ()
Org. Biomol. Chem., 2020, 18,2193-2214 DOI: 10.1039/C9OB02760B, Review Article Bhaskar Paul, Milan Maji, Kaushik Chakrabarti, Sabuj Kundu In this review, the progress of tandem transformation of nitro, nitrile and azide functionalities is summarised to develop new C–C and C–N bonds as well as multi-component reactions using alcohols. The content of this RSS Feed (c) The Royal Society of Chemistry
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Elucidation of the atroposelectivity in the synthesis of axially chiral thiohydantoin derivatives ()
Org. Biomol. Chem., 2020, 18,2233-2241 DOI: 10.1039/C9OB02556A, Paper Zeynep Pinar Haslak, Sesil Agopcan Cinar, Sevgi Sarigul Ozbek, Gérald Monard, Ilknur Dogan, Viktorya Aviyente A DFT study is carried out in order to elucidate the racemization and cyclization mechanism as well as the atroposelectivity during the synthesis of 2-thiohydantoins. Computational data shows that the racemization occurs after cyclization with the assistance of triethyl amine. The content of this RSS Feed (c) The Royal Society of Chemistry
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Merging singlet-oxygen induced furan oxidations with organocatalysis: Synthesis of enantiopure cyclopentanones and hydrindanes ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00468E, Communication Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Dimitris Kalaitzakis, Manolis Sofiadis, Vasileios Tsopanakis, Tamsyn Montagnon, Georgios Vassilikogiannakis A new methodology is described herein which converts simple and readily accesible furan substrates into complex enantioenriched carbocyclic skeletons through the implementation of a simple one pot procedure. Singlet oxygen... The content of this RSS Feed (c) The Royal Society of Chemistry
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Asymmetric Trifluoromethylthiolation of Azlactones under Chiral Phase Transfer Catalysis ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00476F, Paper Marina Sicignano, Ricardo I Rodriguez, Victor Capaccio, Fabio Borello, Rafael Cano Monserrat, Francesco De Riccardis, Luca Bernardi, Sergio Díaz-Tendero, Giorgio Della Sala, Jose Aleman The first enantioselective method for the installation of the SCF3 group at the C-4 position of azlactones is described in the present communication under quinidinium phase transfer catalysis. The higher... The content of this RSS Feed (c) The Royal Society of Chemistry
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Targeting STAT3 anti-apoptosis pathways with organic and hybrid organic–inorganic inhibitors ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/C9OB02682G, Paper Matthew B Minus, Haopei Wang, Jaime O Munoz, Alexandra M Stevens, Alicia E. Mangubat-Medina, Michael J Krueger, Wei Liu, Moses K Kasembeli, Julian C Cooper, Mikhail I Kolosov, David Tweardy, Michele Redell, Zachary Thomas Ball Acute Myeloid Leukemia (AML) is a devastating malignancy. Recurrence and drug resistance are major challenges that spur efforts to identify new clinical targets and active agents. STAT3 has emerged as... The content of this RSS Feed (c) The Royal Society of Chemistry
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Visible-light-driven photocontrol of the Trp-cage protein fold by a diazocine cross-linker ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02442E, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Nils Preußke, Widukind Moormann, Katrin Bamberg, Matthias Lipfert, Rainer Herges, Frank D. Sönnichsen A specifically designed diazocine cross-linker affords complete conformational control of a small, globular protein by the photoisomeric state. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of fully substituted pyrazoles from pyridinium 1,4-zwitterionic thiolates and hydrazonoyl chlorides via [[3+3]-1] pathway ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00224K, Paper Bin Cheng, Bian Bao, Wei Xu, Yuntong Li, Hui Li, Xinping Zhang, Yun Li, Taimin Wang, Hongbin Zhai A novel and practical protocol for the synthesis of fully substituted pyrazoles from pyridinium 1,4-zwitterionic thiolates and hydrazonoyl chlorides in excellent yields under mild conditions is described. The transformation proceeds... The content of this RSS Feed (c) The Royal Society of Chemistry
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An alternative approach to the synthesis of the three fragments of anachelin H ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00315H, Paper Fabián Garzón-Posse, Joëlle Prunet, Diego Gamba-Sánchez The synthesis of the fully protected peptide, polyketide and alkaloid fragments of anachelin H is presented, using an alternative approach to previously reported synthesis and based on naturally occurring amino acids as sources of asymmetry. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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S-Glycosides: synthesis of S-linked arabinoxylan oligosaccharides ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00470G, Paper Cecilia Romanò, Hao Jiang, Irene Boos, Mads H. Clausen An S-linked disaccharide for the efficient synthesis of arabinoxylans. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Spontaneous oxidative cyclisations of 1,3-dihydroxy-4-dimethylallylnaphthalene to tricyclic derivatives ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00354A, Communication Jinglin Wang, Huomiao Ran, Xiulan Xie, Kaiping Wang, Shu-Ming Li Radical-involved spontaneous oxidative cyclisations of 1,3-dihydroxy-4-dimethylallylnaphthalene are reported. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Efficient diversification of GM3 ganglioside via late-stage sialylation and dynamic glycan structural studies with 19F solid-state NMR ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00437E, Paper Maina Takahashi, Junya Shirasaki, Naoko Komura, Katsuaki Sasaki, Hidenori Tanaka, Akihiro Imamura, Hideharu Ishida, Shinya Hanashima, Michio Murata, Hiromune Ando Sialic acid-containing glycoconjugates are involved in important biological processes such as immune response, cancer metastasis, and viral infection. However, their chemical syntheses have been challenging, mainly due to the difficulties... The content of this RSS Feed (c) The Royal Society of Chemistry
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I2-Catalyzed transformation of o-aminobenzamide to o-ureidobenzonitrile using isothiocyanates ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00118J, Paper Sadashivamurthy Shamanth, Nagaraju Chaithra, Mahesha Gurukiran, Mahesha Mamatha, N. K. Lokanath, Kanchugarakoppal S. Rangappa, Kempegowda Mantelingu The present work describes an unexpected and unique protocol for the iodine catalysed synthesis of o-ureidobenzonitriles using o-aminobenzamides and isothiocyanates via intramolecular rearrangement. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Access to chiral α-substituted-β-hydroxy arylphosphonates enabled by biocatalytic dynamic reductive kinetic resolution ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00379D, Paper Zexu Wang, Yiping Zeng, Xiaofan Wu, Zihan Li, Yuan Tao, Xiaomin Yu, Zedu Huang, Fener Chen A ketoreductase (KRED)-catalyzed dynamic reductive kinetic resolution process was developed for highly stereoselective and step-economic synthesis of chiral α-substituted-β-hydroxy arylphosphonates. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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CuBr2-catalyzed diastereoselective allylation: total synthesis of decytospolides A and B and their C6-epimers ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02689D, Paper Birakishore Padhi, G. Sudhakar Reddy, N. Arjunreddy Mallampudi, Utkal Mani Choudhury, Debendra K. Mohapatra An efficient, cost effective and protecting group tolerant CuBr2-catalyzed synthesis of 2,6-trans-disubstituted tetrahydropyran with excellent diastereoselectivity, demonstrated in the total synthesis of decytospolides A and B and their C6-epimers. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Rh-catalyzed C-H activation/intramolecular condensation for construction of benzo[f]pyrazolo[1,5-a][1,3]diazepines ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00382D, Paper Yi Ning, Xinwei He, Youpeng Zuo, Jian Wang, Qiang Tang, Mengqing Xie, Ruxue Li, Yongjia Shang A novel and mild Rh(III)-catalyzed C-H activation/intramolecular condensation of 1-aryl-1H-pyrazol-5-amines with cyclic 2-diazo-1,3-diketones was developed, giving access to various important benzo[f]pyrazolo[1,5-a][1,3]diazepine scaffolds through sequential C-C/C-N bond formation in one-pot procedure... The content of this RSS Feed (c) The Royal Society of Chemistry
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Engineering a Bacterial Sialyltransferase for Di-Sialylation of a Therapeutic Antibody ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00276C, Paper Mingqun Wang, Yue Wang, Kaimeng Liu, Xiaodong Dou, Zhenming Liu, Liangren Zhang, Xin-Shan Ye Terminal α-2,6-sialylation of N-glycans is a humanized glycosylation affecting the properties and efficacy of therapeutic glycoproteins. The Fc di-sialylation (a biantennary N-glycan with two α-2,6-linked sialic acids) of IgG antibodies... The content of this RSS Feed (c) The Royal Society of Chemistry
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Alkyne benzannulations in the preparation of contorted nanographenes ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00182A, Review Article Kelsie M. Magiera, Vivek Aryal, Wesley A. Chalifoux This review discusses the advances in synthesis of contorted nanographenes via alkyne benzannulation reactions. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Organocatalytic carbon dioxide fixation to epoxides by perfluorinated 1,3,5-triols catalysts ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00402B, Communication Céline Sperandio, Jean Rodriguez, Adrien Quintard A new type of perfluorinated triol catalysts of enhanced acidity was developed for the selective opening of epoxide to carbonates. This useful transformation using TBAI as co-catalyst is performed under only 1 atmosphere of CO2 at 30 to 80 °C. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Organocatalytic asymmetric cascade 1,6-addition/hemiketalization/retro-Henry reaction of ortho-hydroxyphenyl-substituted p-QMs with α-nitroketones ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00397B, Communication Jing Zhou, Li-Juan Bai, Guo-Juan Liang, Qi-Gui Xu, Li-Ping Zhou, Hui Zhou Novel organocatalytic asymmetric cascade 1,6-addition/hemiketalization/retro-Henry reaction is developed to give new chiral 2-(1-(4-hydroxyphenyl)ethyl)phenols with good yields and excellent enantioselectivities under mild reaction conditions. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Maleimide-based metal-free ligation with dienes: a comparative study ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00403K, Paper Alexis Lossouarn, Kévin Renault, Laetitia Bailly, Axel Frisby, Patricia Le Nahenec-Martel, Pierre-Yves Renard, Cyrille Sabot Maleimide-based Diels–Alder strategies for bioconjugation are compared in terms of dienes accessibility and stability, reactions rates, as well as products isolation and stability. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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1,2-Addition to trifluoromethylated β-enamino diketones: regioselective synthesis of trifluoromethyl-containing azomethine pyrazoles and isoxazoles ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00319K, Paper Karlos Eduardo Pianoski, Julia Poletto, Michael Jackson Vieira da Silva, Jeniffer Nascimento Ascencio Camargo, Andrey Petita Jacomini, Davana Silva Gonçalves, Davi Fernando Back, Sidnei Moura, Fernanda Andreia Rosa Trifluoromethylated β-enamino diketones undergo type 1,2-addition leading to regioselective synthesis of trifluoromethylated azoles containing an azomethine group. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of substituted naphtho[1,2-b]benzofuran-7(8H)-ones via photoinduced rearrangement of 4H-chromen-4-one derivatives ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00149J, Paper Boris V. Lichitskii, Valeriya G. Melekhina, Andrey N. Komogortsev, Constantine V. Milyutin, Artem N. Fakhrutdinov, Yury O. Gorbunov, Michail M. Krayushkin A simple and efficient method was developed for the synthesis of substituted naphtho[1,2-b]benzofuran-7(8H)-ones based on the photorearrangement reaction of 4H-chromen-4-one derivatives. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Metal-free and regiospecific synthesis of 3-arylindoles ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00317D, Paper Chuangchuang Xu, Wenlai Xie, Jiaxi Xu A microwave-assisted acid and base co-catalyzed strategy shows high efficiency in the synthesis of 3-arylindoles through tandem nucleophilic ring-opening and Fischer indolization of aryloxiranecarbonitriles and arylhydrazine hydrochlorides. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Construction of coumarin-fused pyrido[2,3-b]porphyrins through a trichloroacetic acid-accelerated domino approach ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00171F, Paper Chandra Sekhar Tekuri, Pargat Singh, Mahendra Nath A one-pot strategy for coumarin-fused Ni(II) and Cu(II) pyrido[2,3-b]porphyrins is developed. These porphyrinoids displayed a significant red-shift in their UV-Vis spectra. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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1,2-cis-Selective glucosylation enabled by halogenated benzyl protecting groups ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00373E, Communication Dancan K. Njeri, Claude J. Pertuit, Justin R. Ragains Electron-withdrawing groups and Lewis basic solvent enable 1,2-cis-selectivity. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Diterpenes with bicyclo[2.2.2]octane moieties from the fungicolous fungus Xylaria longipes HFG1018 ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00220H, Communication He-Ping Chen, Jing Li, Zhen-Zhu Zhao, Xinyang Li, Shui-Lin Liu, Qing-Yuan Wang, Ji-Kai Liu Xylarilongipins A and B, along with their biosynthetic precursor hymatoxin L, were isolated from the culture broth of the fungicolous fungus Xylaria longipes HFG1018 inhabiting in the medicinal fungus Fomitopsis betulinus. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Carbazole based Electron Donor Acceptor (EDA) catalysis for the synthesis of biaryl and aryl–heteroaryl compounds ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00282H, Paper Rajendhiran Saritha, Sesuraj Babiola Annes, Subramanian Saravanan, Subburethinam Ramesh A highly regioselective, carbazole based electron donor acceptor (EDA) catalyzed synthesis of biaryl and aryl–heteroaryl compounds is described. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Highly enantioselective and scalable intermolecular [4+2] cycloaddition of dialkyl acetylenedicarboxylates catalyzed by rhodium(I)-chiral phosphoramidite complex ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00361A, Paper Robert Li-Yuan Bao, Junjie Yin, Lei Shi, Limin Zheng A rhodium(I) - chiral phosphoramidite complex catalyzed [4+2] cycloaddition was developed, providing a highly enantioselective access to the substituted cyclohexa-1,4-dienes with up to 96% yield and > 99% ee. Notably,... The content of this RSS Feed (c) The Royal Society of Chemistry
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Development of novel C-nucleoside analogues for formation of antiparallel-type triplex DNA with duplex DNA that includes TA and dUA base pairs ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00420K, Paper Yosuke Taniguchi, Yuya Magata, Takayuki Osuki, Ryotaro Notomi, Lei Wang, Hidenori Okamura, Shigeki Sasaki Expansion of the triplex DNA forming sequence is required in the genomic targeting fields. Basically, the triplex DNA is formed by the interaction between the triplex-forming oligonucleotides and homo-purine region... The content of this RSS Feed (c) The Royal Society of Chemistry
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Regioselective catalytic asymmetric N-alkylation of isoxazol-5-ones with para-quinone methides ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00393J, Communication Suo-Suo Qi, Zhen-Hui Jiang, Ming-Ming Chu, Yi-Feng Wang, Xue-Yang Chen, Wan-Zhen Ju, Dan-Qian Xu A highly regioselective and enantioselective N-alkylation of isoxazol-5-ones with para-quinone methides has been developed to obtain enantioenriched N-diarylmethane substituted isoxazolinones with high yields and enantioselectivities. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Chemical transformations of push–pull fluorenones: push–pull dibenzodicyanofulvenes as well as fluorenone– and dibenzodicyanofulvene–tetracyanobutadiene conjugates ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/C9OB02706H, Paper Shin-ichiro Kato, Tomokazu Kijima, Yoshihito Shiota, Tsukasa Abe, Satoshi Kuwako, Hidenori Miyauchi, Naoki Yoshikawa, Koji Yamamoto, Kazunari Yoshizawa, Toshitada Yoshihara, Seiji Tobita, Yosuke Nakamura We report push–pull fluorenones (FOs) that can be transformed into dibenzodicyanofulvenes (DBDCFs). These FOs and DBDCFs, which contain a CC bond, can subsequently be converted into tetracyanobutadiene conjugates. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Controlling the selectivity of an intramolecular Friedel–Crafts alkylation with alkenes using selenium under mild conditions ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00257G, Paper Ming-Hong Liao, Meng Zhang, Dai-Hui Hu, Rui-Han Zhang, Yan Zhao, Shan-Shan Liu, Yun-Xia Li, Wei-Lie Xiao, E Tang An efficiently divergent intramolecular Friedel–Crafts alkylation by unactivated alkenes with seleniranium ion-controlled Markovnikov/anti-Markovnikov specificities under mild conditions has been investigated. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Silver Catalyzed Direct C-H Functionalization of Quinones with Dialkyl amides ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00323A, Communication Pandaram Sakthivel, Adarsh Krishna T. P, Andivelu Ilangovan DMA and other dialkylamides were successfully used as a synthon for C-H functionalization of quinones. This novel amidoalkylation reaction works with a variety of substituted quinones and dialkyl/alkyl amides such... The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent Progress of (Hetero)Arene Cation Radical-Based Heteroarene Modification ()
Org. Biomol. Chem., 2020, Accepted Manuscript DOI: 10.1039/D0OB00441C, Review Article Hai-Lei Cui The transformation of (hetero)arene cation radcials has become a powerful tool for the construction of highly functionalized (hetero)arenes. These (hetero)arene cation radicals could be generated under electrochemical, photochemical or chemical... The content of this RSS Feed (c) The Royal Society of Chemistry
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Correction: Base-catalyzed C-alkylation of potassium enolates with styrenes via a metal–ene reaction: a mechanistic study ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB90032J, Correction Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Joshua P. Barham, Thierry N. J. Fouquet, Yasuo Norikane To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Exploring the relationship between structure and activity in BODIPYs designed for antimicrobial phototherapy ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00188K, Paper Benjamin F. Hohlfeld, Burkhard Gitter, Keith J. Flanagan, Christopher J. Kingsbury, Nora Kulak, Mathias O. Senge, Arno Wiehe A series of BODIPYs were evaluated for their phototoxic activity against Gram-positive S. aureus and Gram-negative P. aeruginosa. Specifically, carbohydrate/dibromosubstituted BODIPYs showed a highly effective inactivation of S. aureus. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Zinc triflate catalyzed 1,3-indolylation of cyclohexanones: tandem condensation, dehydrogenation and aromatization sequence ()
Org. Biomol. Chem., 2020, Advance Article DOI: 10.1039/D0OB00163E, Paper Himanshu Singh, Rajat Tiwari, Poonam Sharma, Pramod Kumar, Nidhi Jain 1,3-Bis(1-alkyl-1H-indol-3-yl)benzene derivatives have been synthesized through a Zn(OTf)2 catalyzed reaction between cyclohexanones and indoles. To cite this article before page numbers are assigned, use the DOI form of citation above. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis, properties and reactivity of BCl2 aza-BODIPY complexes and salts of the aza-dipyrrinato scaffold ()
Org. Biomol. Chem., 2020, 18,2139-2147 DOI: 10.1039/D0OB00272K, Paper Roberto M. Diaz-Rodriguez, Luke Burke, Katherine N. Robertson, Alison Thompson Conversion of F-aza-BODIPYs to Cl-aza-BODIPYs enables facile substitution at boron using aryl Grignard reagents as well as controlled deborylative deprotection to give the parent azadipyrrin. The content of this RSS Feed (c) The Royal Society of Chemistry
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Encapsulation of ionic liquids inside cucurbiturils ()
Org. Biomol. Chem., 2020, 18,2120-2128 DOI: 10.1039/D0OB00001A, Paper Khaleel I. Assaf, Husam Abed alfattah, Ala'a F. Eftaiha, Sanaa K. Bardaweel, Mohammad A. Alnajjar, Fatima A. Alsoubani, Abdussalam K. Qaroush, Musa I. El-Barghouthi, Werner M. Nau Stable host–guest inclusion complexes are formed between cucurbiturils and ionic liquids in water. The content of this RSS Feed (c) The Royal Society of Chemistry
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Magnetically recoverable silica catalysed solvent-free domino Knoevenagel-hetero-Diels–Alder reaction to access divergent chromenones ()
Org. Biomol. Chem., 2020, 18,2058-2062 DOI: 10.1039/D0OB00284D, Communication Mrinaly Suri, Farhaz Liaquat Hussain, Chinu Gogoi, Pankaj Das, Pallab Pahari A silica catalyzed solvent-free three-component domino Knoevenagel-hetero-Diels–Alder (DKHDA) reaction between 1,3-dicarbonyl, aldehydes/ketones, and alkenes/alkynes leading to chromenones, dihydrochromenones and spirochromenones has been described. The content of this RSS Feed (c) The Royal Society of Chemistry
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Base-promoted addition of DMA with 1,1-diarylethylenes: application to a total synthesis of (−)-sacidumlignan B ()
Org. Biomol. Chem., 2020, 18,2054-2057 DOI: 10.1039/D0OB00376J, Communication Zhen-Biao Luo, Ya-Wen Wang, Yu Peng Addition of DMA to 1,1′-diarylethylenes promoted by base has been developed, which results in a new synthetic strategy for (−)-sacidumlignan B. The content of this RSS Feed (c) The Royal Society of Chemistry
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Total synthesis of isatindigotindoline C ()
Org. Biomol. Chem., 2020, 18,2051-2053 DOI: 10.1039/D0OB00270D, Communication Juha H. Siitonen, Sherlin Lira, Muhammed Yousufuddin, László Kürti Total synthesis of isatindigotindoline C is achieved in two steps using a biomimetic 1,3-dipolar cycloaddition reaction as the key step. The content of this RSS Feed (c) The Royal Society of Chemistry
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Copper-catalyzed C–H [3 + 2] annulation of N-substituted anilines with α-carbonyl alkyl bromides via C(sp3)–Br/C(sp2)–H functionalization ()
Org. Biomol. Chem., 2020, 18,2170-2174 DOI: 10.1039/D0OB00399A, Paper An-Zhu Cao, Yu-Ting Xiao, Yan-Chen Wu, Ren-Jie Song, Ye-Xiang Xie, Jin-Heng Li A copper-catalyzed C–H [3 + 2] annulation of N-substituted anilines with α-carbonyl alkyl bromides for the synthesis of 3,3′-disubstituted oxindoles is developed. The content of this RSS Feed (c) The Royal Society of Chemistry
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Dehydrogenation and α-functionalization of secondary amines by visible-light-mediated catalysis ()
Org. Biomol. Chem., 2020, 18,2103-2112 DOI: 10.1039/C9OB02699A, Paper Filip Stanek, Robert Pawlowski, Paulina Morawska, Robert Bujok, Maciej Stodulski A visible-light-mediated process for dehydrogenation of amines has been described. The given protocol showed a broad substrate scope, mild reaction conditions and excellent results without the requirement of tedious purification. The content of this RSS Feed (c) The Royal Society of Chemistry
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Cross coupling of sulfonyl radicals with silver-based carbenes: a simple approach to β-carbonyl arylsulfones ()
Org. Biomol. Chem., 2020, 18,2163-2169 DOI: 10.1039/D0OB00091D, Paper Hanghang Wang, Pengcheng Lian, Yonggao Zheng, Jingjing Li, Xiaobing Wan A radical–carbene coupling reaction of sulfonyl radicals and silver-based carbenes has been well established, which provides an efficient approach to various β-carbonyl arylsulfones. The content of this RSS Feed (c) The Royal Society of Chemistry
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Reagent controlled stereoselective synthesis of teichoic acid α-(1,2)-glucans ()
Org. Biomol. Chem., 2020, 18,2038-2050 DOI: 10.1039/D0OB00240B, Communication Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Liming Wang, Francesca Berni, Jacopo Enotarpi, Hermen S. Overkleeft, Gijs van der Marel, Jeroen D. C. Codée Additive controlled glycosylation reactions are used for the construction of α-(1,2)-glucosidic linkages, such as those featuring in E. faecalis lipoteichoic acid. The content of this RSS Feed (c) The Royal Society of Chemistry
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In situ air oxidation and photophysical studies of isoquinoline-fused N-heteroacenes ()
Org. Biomol. Chem., 2020, 18,2129-2138 DOI: 10.1039/D0OB00375A, Paper Amol D. Sonawane, Rohini A. Sonawane, Khin Myat Noe Win, Masayuki Ninomiya, Mamoru Koketsu An efficient, metal free and environment friendly synthesis of isoquinoline-fused benzimidazoles has been developed via in situ air oxidation. The content of this RSS Feed (c) The Royal Society of Chemistry
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Novel one-pot synthesis of imidazolinones from esters: a concise synthesis of GSK2137305 ()
Org. Biomol. Chem., 2020, 18,2175-2181 DOI: 10.1039/C9OB02743B, Paper Naiguo Xing, Jiangkun Huang, Peng Wang, Lan Luo, Shilong Zheng, Ling He A new copper-catalyzed one-pot reaction resulted in the practical synthesis of imidazolinones from esters. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis and antiproliferative activity of 6-naphthylpterocarpans ()
Org. Biomol. Chem., 2020, 18,2148-2162 DOI: 10.1039/D0OB00110D, Paper Ádám Szappanos, Attila Mándi, Katalin Gulácsi, Erika Lisztes, Balázs István Tóth, Tamás Bíró, Sándor Antus, Tibor Kurtán The Heck-oxyarylation of 2H-chromenes afforded (6S*,6aR*,11aR*)-6-naphthylpterocarpans with potent antiproliferative activity. Absolute configurations and conformations of the separated enantiomers were determined by TDDFT-ECD calculations. The content of this RSS Feed (c) The Royal Society of Chemistry
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Base-catalyzed C-alkylation of potassium enolates with styrenes via a metal–ene reaction: a mechanistic study ()
Org. Biomol. Chem., 2020, 18,2063-2075 DOI: 10.1039/C9OB02495F, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Joshua P. Barham, Thierry N. J. Fouquet, Yasuo Norikane Base-catalyzed, C-Alkylation of potassium (K) Enolates with Syrenes (CAKES) enables practical synthesis or elaboration of pharmaceutical cores via a thusfar elusive mechanism. Herein, computational (DFT) and kinetic studies back a metal-ene reaction. The content of this RSS Feed (c) The Royal Society of Chemistry
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Establishing linear-free-energy relationships for the quadricyclane-to-norbornadiene reaction ()
Org. Biomol. Chem., 2020, 18,2113-2119 DOI: 10.1039/D0OB00147C, Paper Mads Mansø, Anne Ugleholdt Petersen, Kasper Moth-Poulsen, Mogens Brøndsted Nielsen The kinetics of the thermal quadricyclane-to-norbornadiene (QC-to-NBD) isomerization follows a linear-free-energy relationship when using Creary radical Image ID:d0ob00147c-t1.gif values for a selection of aryl/cyano disubstituted derivatives. The content of this RSS Feed (c) The Royal Society of Chemistry
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Construction of unique SCF3-containing building blocks via allylic alkylation of Morita–Baylis–Hillman adducts ()
Org. Biomol. Chem., 2020, 18,2085-2093 DOI: 10.1039/D0OB00104J, Paper Priyanka Halder, Mahesh D. Pol, Milind M. Ahire, Santosh B. Mhaske Lewis base-catalyzed allylic alkylation of MBH adducts with α-SCF3 ketones has been demonstrated to provide an efficient access to a series of highly functionalized scaffolds featuring trifluoromethanesulfinyl motif on a stereogenic carbon. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of trehalose glycolipids ()
Org. Biomol. Chem., 2020, 18,2013-2037 DOI: 10.1039/D0OB00041H, Review Article Santanu Jana, Suvarn S. Kulkarni Chemical synthesis of trehalose glycolipids such as DAT, TDM, SL-1, SL-3, and Ac2SGL from MTb, emmyguyacins from fungi, succinoyl trehalose from rhodococcus, and maradolipids from worms, as well as mycobacterial oligosaccharides is reviewed. The content of this RSS Feed (c) The Royal Society of Chemistry
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Amplification of the chiroptical response of UV-transparent amines and alcohols by N-phthalimide derivatization enabling absolute configuration determination through ECD computational analysis ()
Org. Biomol. Chem., 2020, 18,2094-2102 DOI: 10.1039/D0OB00052C, Paper Daniele Padula, Giuseppe Mazzeo, Ernesto Santoro, Patrizia Scafato, Sandra Belviso, Stefano Superchi Transformation of chiral UV-transparent amines and alcohols to phthalimides enhances their chiroptical response allowing their absolute configuration assignment by ECD computation. The content of this RSS Feed (c) The Royal Society of Chemistry
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Determination of biocatalytic parameters of a copper radical oxidase using real-time reaction progress monitoring ()
Org. Biomol. Chem., 2020, 18,2076-2084 DOI: 10.1039/C9OB02757B, Paper Stephanie M. Forget, Fan (Roderick) Xia, Jason E. Hein, Harry Brumer VTNA is applied to reaction progress curves to glean key kinetic and mechanistic details for a copper radical oxidase. The content of this RSS Feed (c) The Royal Society of Chemistry
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