Organic & Biomolecular Chemistry

One-pot Synthesis of 3,5-Disubstituted 1,2,4-Thiadiazoles from Nitriles and Thioamides via I2-Mediated Oxidative Formation of N-S Bond ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01887H, Paper Ling Chai, Yuanqing Xu, Tao Ding, Xiaomin Fang, Wenkai Zhang, Yanpeng Wang, Minghua Lu, Hao Xu, Xiaobo Yang A simple and practical method for I2-mediated one-pot synthesis of 3-alkyl-5-aryl-1,2,4-thiadiazoles has been developed; the one-pot reaction includes sequential intermolecular addition of thioamides to nitriles, and intramolecular oxidative coupling of... The content of this RSS Feed (c) The Royal Society of Chemistry
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B(C6F5)3 Catalysed reduction of para-Qunione Methides and Fuchsones to Access Unsymmetrical Diaryl- and Triarylmethanes: Elaboration to Beclobrate ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02007D, Paper Sriram Mahesh, Vijaya Anand Ramasamy A mild and efficient method for the synthesis of unsymmetrical diaryl- and triarylmethanes through a B(C6F5)3 catalyzed reduction of para-quinone methides and fuchsones respectively, using Hantzsch ester as a reducing... The content of this RSS Feed (c) The Royal Society of Chemistry
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Mechanisms for C(sp2)-Si activation of aryltrimethylsilyl groups in palladium-catalysed couplings ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01675A, Paper Waqar Rauf, John M. Brown DFT reveals why arenes with an amide or anilide directing group react faster by C-Si than by C-H cleavage in Pd coupling 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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RNA-directed off/on switch of RNase H activity using boronic ester formation ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02145C, Paper Maeva Reverte, Ivan Barvik, Jean-Jacques Vasseur, Michael Smietana A new concept to modulate RNase H activity is presented based on the boronic acid/boronate switch. 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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An expedient synthesis of flexible nucleosides via a regiocontrolled enzymatic glycosylation of functionalized imidazoles ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01850A, Paper S. Vichier-Guerre, L. Dugue, F. Bonhomme, S. Pochet A versatile two-step synthesis of C4- and C5-arylated 2[prime or minute]-deoxyribosylimidazoles was elaborated by enzymatic N-transglycosylation followed by microwave-assisted Pd-catalysed arylation 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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A study of synthetic approaches to 2-acyl DHA lysophosphatidic acid ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01771E, Paper Yoshinori Yamamoto, Toshimasa Itoh, Keiko Yamamoto A salt formation suppresses acyl migration of DHA lysophosphatidic acid. 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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Cu/Pd Cooperatively Catalyzed Tandem C-N and C-P Bonds Formation: Access to Phosphorated 2H-Indazoles ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02323E, Paper Weiwei Wei, Xuanyi Li, Meng Gu, Hequan Yao, Aijun Lin A novel Cu/Pd cooperatively catalyzed tandem C-N and C-P bonds formation reaction between 2-alkynyl azobenzenes and P(O)H compounds has been developed. This reaction provides a convenient approach to the synthesis... The content of this RSS Feed (c) The Royal Society of Chemistry
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Enantioselective synthesis of sterically hindered [small alpha]-allyl-[small alpha]-aryl oxindoles via palladium-catalysed decarboxylative asymmetric allylic alkylation ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02161E, Paper Mark Jackson, Calvin Quince O'Broin, Helge Muller-Bunz, Patrick J. Guiry The highly enantioselective synthesis of sterically hindered [small alpha]-allyl-[small alpha]-aryl oxindoles possessing an all-carbon quaternary stereocenter at the oxindole 3-position has been developed. 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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The Trimerization of Acetylenes Involves a Cascade of Biradical and Pericyclic Processes ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01885A, Paper Gavin O Jones, Zachary J Krebs Thorough computational studies were performed on mechanisms and energies for the thermal trimerizations of neutral or electron-rich acetylenes used as cross-linkers in organic hard-masks for lithography applications. These studies indicate... The content of this RSS Feed (c) The Royal Society of Chemistry
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Nazarov reaction: current trends and recent advances in the synthesis of natural compounds and their analogs ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01981E, Review Article Maxim G. Vinogradov, Olga Turova, Sergei Grigorievich Zlotin The Nazarov reaction (cyclization) is one of the most useful synthetic tools for the stereoselective preparation of various cyclopentenone scaffolds. This review summarizes recent applications of this reaction to the... The content of this RSS Feed (c) The Royal Society of Chemistry
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The pH influenced PET processes between pyronine and different heterocycles ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02247F, Paper Ling Yang, Jin-Yun Niu, Ru Sun, Yu-Jie Xu, Jian-Feng Ge The OFF-ON and ON-OFF type pH probes based on rosamine were designed by relative electron densities between the pyronine and various linked heterocycles. Probe 1a with an indole-pyronine skeleton gave... The content of this RSS Feed (c) The Royal Society of Chemistry
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Gold(I)-Catalyzed Synthesis of 2-Substituted Indoles from 2-Alkynylnitroarenes with Diboron as Reductant ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01918A, Paper Wenqiang Fu, Kai Yang, Jinglong Chen, Qiuling Song An efficient method for the synthesis of 2-substituted indoles via a diboron/base promoted tandem reductive cyclization of o-alkynylnitroarene under Au catalysis conditions has been disclosed. This reaction is efficient and... The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis and pH-dependent hydrolysis profiles of mono- and dialkyl substituted maleamic acids ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02188G, Paper Shan Su, Fusheng Du, Zichen Li Maleamic acid derivatives as weakly acid-sensitive linkers or caging groups have been used widely in smart delivery systems. Here we report the controlled synthetic methods to mono- and dialkyl substituted... The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis and thermal stabilities of oligonucleotides containing 2[prime or minute]-O,4[prime or minute]-C-methylene bridged nucleic acid with a phenoxazine base ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01874F, Paper Yuki Kishimoto, Akane Fujii, Osamu Nakagawa, Tetsuya Nagata, Takanori Yokota, Yoshiyuki Hari, Satoshi Obika BNAP-modified ODNs showed higher binding affinities toward complementary DNA and RNA as compared to ODNs bearing 2[prime or minute],4[prime or minute]-BNA/LNA with 5-methylcytosine or 2[prime or minute]-deoxyribonucleoside with phenoxazine. 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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Development of a smart activity-based probe to detect subcellular activity of asparaginyl endopeptidase in living cells ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01467H, Communication Jong-Ah Hong, Na-Eun Choi, Yeo-Kyoung La, Ho Yeon Nam, Jiwon Seo, Jiyoun Lee A smart activity-based probe that generates a turn-on fluorescence signal in response to enzyme activity was developed, allowing dynamic imaging of subcellular enzyme activity in living cells. 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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Incorporation of [2H1]-(1R,2R)- and [2H1]-(1S,2R)-glycerols into the antibiotic nucleocidin in Streptomyces calvus ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02163A, Communication Xuan Feng, Nawaf Al Maharik, Axel Bartholome, Jeffrey E. Janso, Usa Reilly, David O'Hagan Both pro-R hydroxylmethyl hydrogens of glycerol are incorporated into nucleocidin in Streptomyces calvus. 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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Double 1,4-addition of (thio)salicylamides/thiosalicylic acids with propiolate derivatives: a direct, general synthesis of diverse heterocyclic scaffolds ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02101A, Communication Hui-Hong Wang, Tao Shi, Wei-Wei Gao, Hong-Hua Zhang, Yong-Qiang Wang, Jun-Fang Li, Yong-Sheng Hou, Jin-Hong Chen, Xue Peng, Zhen Wang A simple and practical ring-closure procedure to prepare a range of diverse heterocycles has been developed. 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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Directed nucleophilic addition of phenoxides to cyclopropenes ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01785E, Paper Pavel Yamanushkin, Michael Lu-Diaz, Andrew Edwards, Nicolai A. Aksenov, Marina Rubina, Michael Rubin The alkali metal-templated addition of aryloxides across the double bond of non-conjugated cyclopropenes is described. High cis-selectivity is achieved through a directing effect of a strategically positioned carboxamide functionality. 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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Room-temperature Cu-catalyzed N-arylation of aliphatic amines in neat water ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02126G, Communication Deping Wang, Yanwen Zheng, Min Yang, Fuxing Zhang, Fangfang Mao, Jiangxi Yu, Xiaohong Xia A room-temperature copper-catalyzed N-arylation of aliphatic amines with great selectivity and substrate scope tolerance in neat water has been developed. 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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8-Oxo-7,8-dihydro-2`-deoxyguanosine and abasic site tandem lesions are oxidation prone yielding hydantoin products that strongly destabilize duplex DNA ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02096A, Paper Aaron M Fleming, Cynthia J Burrows In DNA, 2`-deoxyguanosine (dG) is very susceptible to oxidative modification by reactive oxygen species (ROS) yielding many products, one of which is 8-oxo-7,8-dihydro-2`-deoxyguanosine (dOG). Interestingly, dOG is stable but much... The content of this RSS Feed (c) The Royal Society of Chemistry
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Photochemical Generation and Trapping of 3-Oxacyclohexyne ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01697B, Communication Rui Fan, Yuewei Wen, Dasan Madhav Thamattoor The strained heterocyclic alkyne, 3-oxacyclohexyne, was generated photochemically for the first time using a cyclopropanated phenanthrene precursor, and trapped by cyclopentadienones as Diels-Alder adducts. The precursor intially produced the putative... The content of this RSS Feed (c) The Royal Society of Chemistry
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Structural Basis of Interstrand Cross-link Repair by O6-Alkylguanine DNA Alkyltransferase ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02093G, Paper Alexey Denisov, Francis P McManus, Derek Kyle O'Flaherty, Anne Marietta Noronha, Christopher James Wilds DNA Interstrand cross-links (ICL) are among the most cytotoxic lesions found in biological systems. O6-alkylguanine DNA alkyltransferases (AGTs) are capable of removing alkylation damage from the O6-atom of 2'-deoxyguanosine and... The content of this RSS Feed (c) The Royal Society of Chemistry
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In vitro biocatalytic pathway design: orthogonal network for the quantitative and stereospecific amination of alcohols ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01927K, Paper Tanja Knaus, Luca Cariati, Marcelo Fabricio Masman, Francesco G Mutti The direct and efficient conversion of alcohols into amines is a pivotal transformation in chemistry. Here, we present an artificial, oxidation-reduction, biocatalytic network that employs five enzymes (alcohol dehydrogenase, NADP-oxidase,... The content of this RSS Feed (c) The Royal Society of Chemistry
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Transition-Metal Catalyzed Divergent Functionalization of [60]Fullerene with Propargylic Esters ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02168B, Communication Michio Yamada, Rika Ochi, Yuhei Yamamoto, Sae Okada, Yutaka Maeda We have demonstrated that transition metal-catalyzed divergent reactions between [60]fullerene (C60) and propargylic esters allow easy access to formal [2+2] and [4+2] cycloadducts in reasonable yields, and that the production... The content of this RSS Feed (c) The Royal Society of Chemistry
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Singlet oxygen-mediated one-pot chemoselective peptide-peptide ligation ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02245J, Paper Eirini Antonatou, Yentl Verleysen, Annemieke Madder We here describe a furan oxidation based site-specific chemical ligation approach using unprotected peptide segments. 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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The spectroscopic impact of interactions with the four Gouterman orbitals from peripheral decoration of porphyrins with simple electron withdrawing and donating groups ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01960B, Paper Angel Zhang, Lydia Kwan, Martin J. Stillman Porphyrin [small beta]-substitution with strong electron withdrawing groups splits the LUMO, red-shifts the Q band, and introduces a dipole moment. 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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Thermoresponsive cyclodextrins with benzenesulfonamide showing tunable inhibition for carbonic anhydrase ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02171B, Communication apan qian, Huang Shi, Runlang Zhu, Jiatao Yan, Wen Li, Kun Liu, Afang Zhang Monodisperse thermoresponsive cyclodextrins appended with benzenesulfonamides were demonstrated to reversibly regulate enzymatic activity of carbonic anhydrase, which was found to be dependent on both scaffold effect and thermoresponsiveness. The content of this RSS Feed (c) The Royal Society of Chemistry
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Correction: Stereodivergent synthesis of right- and left-handed iminoxylitol heterodimers and monomers. Study of their impact on [small beta]-glucocerebrosidase activity ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB90148H, Correction Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Fabien Stauffert, Jenny Serra-Vinardell, Marta Gomez-Grau, Helen Michelakakis, Irene Mavridou, Daniel Grinberg, Lluisa Vilageliu, Josefina Casas, Anne Bodlenner, Antonio Delgado, Philippe Compain 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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A versatile platform for adding functional properties to amyloid fibrils ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02042B, Communication Devon F. A. Fontaine, Valerie A. Ivancic, Michael B. Reardon, Noel D. Lazo, Charles E Jakobsche Herein we report the design, synthesis, and testing of prototype members of a family of amyloid-binding molecular tools that can manipulate the fibrils by giving them various new functional properties.... The content of this RSS Feed (c) The Royal Society of Chemistry
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On the discovery of new potent human farnesyltransferase inhibitors: emerging pyroglutamic derivatives ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01489A, Paper Germain Homerin, Emmanuelle Lipka, Benoit Rigo, Amaury Farce, Joelle Dubois, Alina Ghinet In the current context of lack of emergence of innovative human farnesyltransferase inhibitors, and given all new therapeutic perspectives that open up for such molecules, we have just discovered a new series of powerful inhibitors with IC50 values in the nanomolar range. 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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Development and applications of a near-infrared dye-benzylguanine conjugate to specifically label SNAP-tagged proteins ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01698K, Paper Xinbo Song, Hui Bian, Chao Wang, Mingyu Hu, Ning Li, Yi Xiao New approach to Changsha NIRs, new label to fusion proteins. 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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Red-emissive triplex-forming PNA probes carrying cyanine base surrogates for fluorescence sensing of double-stranded RNA ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02077E, Communication Toshiki Chiba, Takaya Sato, Yusuke Sato, Seiichi Nishizawa Red-emissive fluorescent probes have been developed by integration of quinoline blue or thiazole red as the base surrogate into triplex-forming PNAs, allowing selective sensing of a sequence of double-stranded RNA. 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-catalyzed oxidative coupling of arylboronic acid with isocyanide to form aromatic carboxylic acids ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01428G, Paper Zhen-Bang Chen, Kui Liu, Fang-Ling Zhang, Qing Yuan, Yong-Ming Zhu A valuable palladium-catalyzed carboxylation process by using isocyanide as the carboxyl source for the synthesis of aromatic carboxylic acids from arylboronic acids has been developed. 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 functionalized indolizines via gold(I)-catalyzed intramolecular hydroarylation/aromatization of pyrrole-ynes ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02102J, Paper Xiangdong Li, Jidong Zhao, Xin Xie, Yuanhong Liu Gold-catalyzed intramolecular hydroarylation/aromatization of pyrrole-ynes to functionalized indolizines through the construction of the pyridine ring of indolizines has been developed. 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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Visible light-induced C3-sulfonamidation of imidazopyridines with sulfamides ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02029E, Paper Yongyuan Gao, Shu Chen, Weiye Lu, Weijin Gu, Ping Liu, Peipei Sun A visible light-induced regioselective sulfonamidation of imidazo[1,2-a]pyridines was developed using sulfamides as the nitrogen sources and aqueous NaClO solution as the oxidant under mild 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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FeCl3/ZnI2-Catalyzed regioselective synthesis of angularly fused furans ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02124K, Paper Amrita Dey, Alakananda Hajra The FeCl3/ZnI2-catalyzed synthesis of angularly fused furans by intermolecular coupling between enols and alkynes has been developed in ambient air. 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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Computational insights into active site shaping for substrate specificity and reaction regioselectivity in the EXTL2 retaining glycosyltransferase ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01937H, Paper Fernanda Mendoza, Jose M. Lluch, Laura Masgrau QM(DFT)/MM calculations and molecular dynamics simulations on wild-type retaining [small alpha]1,4-N-acetylhexosaminyltransferase (EXTL2) and Arg293Ala, Asp246Ala, Arg293Ala/Asp246Ala and Asp246Glu mutants are used to understand the role of these two residues. 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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Copper-catalyzed oxidative cross-coupling of [small alpha]-aminocarbonyl compounds with primary amines toward 2-oxo-acetamidines ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02012K, Paper Chuang Chen, Menghua Zhu, Lihui Jiang, Zebing Zeng, Niannian Yi, Jiannan Xiang A general and mild method for the construction of a carbon-nitrogen bond via copper-catalyzed oxidative cross-coupling of amines with [small alpha]-aminocarbonyl compounds was achieved. 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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Selective synthesis of tetrahydroimidazo[1,2-a]pyridine and pyrrolidine derivatives via a one-pot two-step reaction ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01860F, Paper Yu Zhang, Jing Sun, Guo-Liang Shen, Chao-Guo Yan In the presence of triethylamine, the addition reaction of substituted [small alpha]-amino acid alkyl esters with dialkyl but-2-ynedioate afforded active [small beta]-enamino esters, which in turn reacted with aromatic aldehydes and malononitrile to give tetrahydroimidazo[1,2-a]pyridine derivatives in moderate 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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Synthesis of oligonucleotides containing 2-N-heteroarylguanine residues and their effect on duplex/triplex stability ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01875D, Paper Takeshi Inde, Yoshiaki Masaki, Atsuya Maruyama, Yu Ito, Naoaki Makio, Takahito Tomori, Yuya Miyatake, Mitsuo Sekine, Kohji Seio To systematically understand the effect of 2-N-heteroarylguanine (GHA) modification on the stability of higher-order DNA structures, nucleoside derivatives and oligodeoxyribonucleotides containing guanine residues modified with four kinds of hereroaryl groups... The content of this RSS Feed (c) The Royal Society of Chemistry
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Iridium-Catalysed Direct C-H Amidation of Anilines with Sulfonyl Azides: Easy Access to 1,2-Diaminobenzenes ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01899A, Paper Lianhui Wang, zi Yang, Mengqi Yang, Rongyi Zhang, Changsheng Kuai, Xiuling Cui An Ir(III)-catalysed regioselective C-H amidation of anilines with sulfonyl azides is described. The developed protocol has good compatibility with diverse functional groups, efficiently providing the monoamidated products with good to... The content of this RSS Feed (c) The Royal Society of Chemistry
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Enantioselective Aminocatalytic Synthesis of Tetrahydropyrano [2,3-c]Pyrazoles via Domino Michael-Hemiacetalization Reaction with Alkylidene Pyrazolones ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02170D, Communication Subhas Chandra Pan, Rajendra Maity An enantioselective organocatalytic domino Michael-hemiacetalization reaction between alkylidene pyrazolones and cyclic ketones/pentanal has been disclosed. The fused tetrahydropyranopyrazole products having three contiguous stereocentres were obtained in perfect diastereoselectivities and in... The content of this RSS Feed (c) The Royal Society of Chemistry
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Elemental Sulfur as Sulfuration Agent in Copper-Catalyzed C-H Bond Thiolation of Electron-Deficient Arenes ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02036H, Communication Haiming Yan, Zhiliang Huang, Meng Chen, Cuiting Li, Ya Chen, Meng Gao, Aiwen Lei By utilizing elemental sulfur as the thiolation agent and oxidant, a copper-catalyzed direct C-H bond thiolation of electron-deficient arenes was demonstrated. Various electron-deficient arenes were proved to be suitable for... The content of this RSS Feed (c) The Royal Society of Chemistry
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Metal-free C-H functionalization of 2H-imidazole 1-oxides with pyrrolyl fragments in the design of novel azaheterocyclic ensembles ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01999H, Communication Mikhail V. Varaksin, Timofey D. Moseev, Oleg N Chupakhin, Valery Charushin, Boris A. Trofimov Methodology of direct C(sp2)-H functionalization has for the first time been applied as an efficient and advanced approach to carry out C-H/С-H coupling of 2H-imidazole 1-oxides and pyrroles. The atom-economical... The content of this RSS Feed (c) The Royal Society of Chemistry
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Immobilized Enzymes: Understanding Enzyme - Surface Interactions at the Molecular Level ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01880K, Review Article Marie Hoarau, Somayesadat Badieyan, E. Neil G. Marsh Enzymes immobilized on solid supports have important and industrial and medical applications. However, their uses are limited by the significant reductions in activity and stability that often accompany the immobilization... The content of this RSS Feed (c) The Royal Society of Chemistry
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Driving and photo-regulation of myosin-actin motors at molecular and macroscopic levels by photo-responsive high energy molecules ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01293D, Paper Halley M. Menezes, Md. Jahirul Islam, Masayuki Takahashi, Nobuyuki Tamaoki Azobenzene based non-nucleoside triphosphates, AzoTPs, drive and photo-regulate the myosin-actin motor function at both molecular and macroscopic levels. 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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Deuteration and tautomeric reactivity of the 1-methyl functionality of free-base dipyrrins ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01278K, Paper Brandon R. Groves, T. Stanley Cameron, Alison Thompson Regioselective reactivity of the 1-methyl group of free-base dipyrrins is explored, including discussion of tautomerism to provide exocyclic alkenyl reactivity. 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 and regioselective one-step synthesis of 7-aryl-5-methyl- and 5-aryl-7-methyl-2-amino-[1,2,4]triazolo[1,5-a]pyrimidine derivatives ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02085F, Paper Serena Massari, Jenny Desantis, Giulio Nannetti, Stefano Sabatini, Sara Tortorella, Laura Goracci, Violetta Cecchetti, Arianna Loregian, Oriana Tabarrini Two facile and efficient one-step procedures for the regioselective synthesis of 7-aryl-5-methyl- and 5-aryl-7-methyl-2-amino-[1,2,4]triazolo[1,5-a]pyrimidines. 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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Rational design and structure-activity relationship studies of quercetin-amino acid hybrids targeting the anti-apoptotic protein Bcl-xL ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02045G, Paper Tahsin F. Kellici, Maria V. Chatziathanasiadou, Min-Sung Lee, Nisar Sayyad, Elena G. Geromichalou, Eirinaios I. Vrettos, Antonis D. Tsiailanis, Seung-Wook Chi, George D. Geromichalos, Thomas Mavromoustakos, Andreas G. Tzakos Anti-apoptotic proteins, like the Bcl-2 family proteins, present an important therapeutic cancer drug target. 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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A bifunctional old yellow enzyme from Penicillium roqueforti is involved in ergot alkaloid biosynthesis ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02095C, Paper Nina Gerhards, Shu-Ming Li Bifunctional FgaOx3Pr3 catalyses the formation of festuclavine in the presence of EasG or FgaFS and enhances the activity of several chanoclavine-I dehydrogenases tremendously. 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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Volatiles from the fungal microbiome of the marine sponge Callyspongia cf. flammea ()
Org. Biomol. Chem., 2017, 15,7411-7421 DOI: 10.1039/C7OB01837A, Paper Lena Barra, Paul Barac, Gabriele M. Konig, Max Crusemann, Jeroen S. Dickschat The volatiles released by fungi associated with the marine sponge Callyspongia cf. flammea and their bioactivities are reported. The content of this RSS Feed (c) The Royal Society of Chemistry
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An ortho C-methylation/O-glycosylation motif on a hydroxy-coumarin scaffold, selectively installed by biocatalysis ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01513E, Paper Alexander Gutmann, Margaretha Schiller, Mandana Gruber-Khadjawi, Bernd Nidetzky To achieve near quantitative dual modification of the hydroxy-coumarin scaffold, the C-methylation had to occur strictly before the O-glucosylation. 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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One-pot synthesis of 2,3-difunctionalized indoles via Rh(III)-catalyzed carbenoid insertion C-H activation/cyclization ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01977G, Paper Honggui Lv, Jingjing Shi, Bo Wu, Yujuan Guo, Junjun Huang, Wei Yi A new and versatile Rh(III)-catalyzed carbenoid insertion C-H activation/cyclization for one-pot synthesis of 2,3-difunctionalized indoles has been developed. 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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A fluorescent pH probe for acidic organelles in living cells ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02037F, Paper Jyun-Wei Chen, Chih-Ming Chen, Cheng-Chung Chang The molecular design of pH sensor ADA is based on combining photoinduced electron transfer (PET) and intramolecular charge transfer (ICT). The fluorescent emission response against a pH value is suitable for probing acidic organelles in living cells. 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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Correction: Computationally guided discovery of a reactive, hydrophilic trans-5-oxocene dienophile for bioorthogonal labeling ()
Org. Biomol. Chem., 2017, 15,7476-7476 DOI: 10.1039/C7OB90144E, Correction Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. William D. Lambert, Samuel L. Scinto, Olga Dmitrenko, Samantha J. Boyd, Ronald Magboo, Ryan A. Mehl, Jason W. Chin, Joseph M. Fox, Stephen Wallace The content of this RSS Feed (c) The Royal Society of Chemistry
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Correction: Metal-free oxidative ring contraction of benzodiazepinones: an entry to quinoxalinones ()
Org. Biomol. Chem., 2017, 15,7474-7475 DOI: 10.1039/C7OB90126G, Correction Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Hasan Mtiraoui, Kevin Renault, Morgane Sanselme, Moncef Msaddek, Pierre-Yves Renard, Cyrille Sabot The content of this RSS Feed (c) The Royal Society of Chemistry
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Intramolecular addition of benzyl anion to alkyne utilizing [1,2]-phospha-Brook rearrangement under Bronsted base catalysis ()
Org. Biomol. Chem., 2017, 15,7277-7281 DOI: 10.1039/C7OB02059G, Communication Azusa Kondoh, Ryosuke Ozawa, Takuma Aoki, Masahiro Terada A novel reaction system for intramolecular addition of benzyl anions to alkynes was developed by utilizing the [1,2]-phospha-Brook rearrangement under Bronsted base catalysis. The content of this RSS Feed (c) The Royal Society of Chemistry
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Selective lysine modification of native peptides via aza-Michael addition ()
Org. Biomol. Chem., 2017, 15,7339-7345 DOI: 10.1039/C7OB01866E, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Hongli Chen, Rong Huang, Zhihong Li, Wei Zhu, Jiakang Chen, Yuexiong Zhan, Biao Jiang N-Phenylvinylsulfonamides were developed as applicable reagents for site-selective lysine functionalization in native peptides with a free N-terminus. The content of this RSS Feed (c) The Royal Society of Chemistry
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Visible light catalyzed Mannich reaction between tert-amines and silyl diazoenolates ()
Org. Biomol. Chem., 2017, 15,7369-7373 DOI: 10.1039/C7OB01756A, Paper Mukund M. D. Pramanik, Savita B. Nagode, Ruchir Kant, Namrata Rastogi The present work documents the [small alpha]-C-H functionalization of tertiary amines via the visible light catalyzed Mannich reaction with silyl diazoenolates. The content of this RSS Feed (c) The Royal Society of Chemistry
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Gold-silver catalyzed straightforward one pot synthesis of pyrano[3,4-b]pyrrol-7(1H)-ones ()
Org. Biomol. Chem., 2017, 15,7290-7295 DOI: 10.1039/C7OB01849E, Communication P.-O. Delaye, J. Petrignet, E. Thiery, J. Thibonnet The synthesis of pyrano[3,4-b]pyrrol-7(1H)-ones substituted in the 2- and 5-position proceeds via a one pot two step 5-endo-dig and 6-endo-dig cyclization catalyzed by a cationic gold complex with high regioselectivity. The content of this RSS Feed (c) The Royal Society of Chemistry
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Amphiphilic carbosilane dendrons as a novel synthetic platform toward micelle formation ()
Org. Biomol. Chem., 2017, 15,7352-7364 DOI: 10.1039/C7OB01331K, Paper Carlos E. Gutierrez-Ulloa, Marina Yu. Buyanova, Evgeny K. Apartsin, Alya G. Venyaminova, F. Javier de la Mata, Mercedes Valiente, Rafael Gomez A novel family of amphiphilic ionic carbosilane dendrons with fatty acids at the focal point spontaneously self-assemble in aqueous solution into spherical micelles. Their potential use as nanocarriers for therapeutics have been demonstrated. The content of this RSS Feed (c) The Royal Society of Chemistry
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CuCl-Catalyzed direct C-H alkenylation of benzoxazoles with allyl halides ()
Org. Biomol. Chem., 2017, 15,7282-7285 DOI: 10.1039/C7OB01838J, Communication Die Li, Xin-Xing Wu, Tingyu Gao, Baoguo Li, Shufeng Chen An efficient and concise CuCl-catalyzed C2-alkenylation reaction of benzoxazoles with allyl halides has been established. The content of this RSS Feed (c) The Royal Society of Chemistry
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Chiral phosphoric acid catalyzed enantioselective annulation of acyclic enecarbamates to in situ-generated ortho-quinone methides ()
Org. Biomol. Chem., 2017, 15,7272-7276 DOI: 10.1039/C7OB01766A, Communication Chandan Gharui, Shreya Singh, Subhas Chandra Pan The first organocatalytic asymmetric [4 + 2]-cycloaddition reaction between acyclic enecarbamates with in situ generated ortho-quinone methides has been developed using chiral phosphoric acids as catalysts. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of quinolines via copper-catalyzed domino reactions of enaminones ()
Org. Biomol. Chem., 2017, 15,7387-7395 DOI: 10.1039/C7OB01867C, Paper Benyapa Kaewmee, Vatcharin Rukachaisirikul, Juthanat Kaeobamrung Enaminones showcase synthetic utility for the synthesis of quinoline derivatives via copper-catalyzed domino reactions involving C-N bond formation, aldol reaction and dehydration. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis and evaluation of selenium-containing indole chalcone and diarylketone derivatives as tubulin polymerization inhibition agents ()
Org. Biomol. Chem., 2017, 15,7404-7410 DOI: 10.1039/C7OB01655G, Paper Shun Zhang, Baijiao An, Jiayan Li, Jinhui Hu, Ling Huang, Xingshu Li, Albert S. C. Chan Sixteen new selenium-containing indole chalcone and diarylketone derivatives were synthesized and evaluated as tubulin polymerization inhibitors. Compound 25b exhibited the most potent antiproliferative activities and effectively inhibited tubulin polymerization (IC50 = 2.1 +/- 0.27 [small mu ]M). The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of the octahydronaphthalene core of nahuoic acid A via a B(C6F5)3-catalyzed intramolecular Diels-Alder (IMDA) reaction ()
Org. Biomol. Chem., 2017, 15,7430-7438 DOI: 10.1039/C7OB01665D, Paper Lucia Guillade, Adan B. Gonzalez-Perez, Angel R. de Lera Catalysis of the intramolecular Diels-Alder reaction by the bulky Lewis acid B(C6F5)3 delivered as major components the cis-fused angularly-methylated octahydronaphthalene products derived from the exo orientations, one of which (Si-exo, Figure) is the central core of nahuoic acid A. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of phostones via DABCO-catalyzed bromocyclization of alkenylphosphonic acid monoesters ()
Org. Biomol. Chem., 2017, 15,7396-7403 DOI: 10.1039/C7OB01436H, Paper Haiyang Wang, Liye Huang, Xiaohui Cao, Dacheng Liang, Ai-Yun Peng A series of phostones were synthesized via DABCO-catalyzed bromocyclization reaction under mild conditions with high endo regioselectivity. The obtained diastereomers were separated and the relative configurations were confirmed. The content of this RSS Feed (c) The Royal Society of Chemistry
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Carboxylate isosteres for caspase inhibitors: the acylsulfonamide case revisited ()
Org. Biomol. Chem., 2017, 15,7456-7473 DOI: 10.1039/C7OB01403A, Paper Y. Adriaenssens, D. Jimenez Fernandez, L. Vande Walle, F. Elvas, J. Joossens, A. Lambeir, K. Augustyns, M. Lamkanfi, P. Van der Veken Acylsulfonamides are efficient carboxylate isosteres for caspase inhibitors. In inhibitors with an aldehyde warhead, they serve as prodrug-type precursors of the carboxylate-containing compounds. The content of this RSS Feed (c) The Royal Society of Chemistry
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An enzymatic strategy to asymmetrically branched N-glycans ()
Org. Biomol. Chem., 2017, 15,7258-7262 DOI: 10.1039/C7OB01765K, Communication Angie D. Calderon, Jun Zhou, Wanyi Guan, Zhigang Wu, Yuxi Guo, Jing Bai, Qing Li, Peng George Wang, Junqiang Fang, Lei Li Using a set of glycosidases and glycosyltransferases, an enzymatic strategy was developed to prepare asymmetric N-glycans excluding any chemical procedures. The content of this RSS Feed (c) The Royal Society of Chemistry
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Laser flash photolysis of nanocrystalline [small alpha]-azido-p-methoxy-acetophenone ()
Org. Biomol. Chem., 2017, 15,7380-7386 DOI: 10.1039/C7OB01731F, Paper Sujan K. Sarkar, DeVonna M. Gatlin, Anushree Das, Breyinn Loftin, Jeanette A. Krause, Manabu Abe, Anna D. Gudmundsdottir Irradiation of nanocrystals of azide 1 results in a solid-to-solid photoreaction that forms imine 2 in high chemical yield. The content of this RSS Feed (c) The Royal Society of Chemistry
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Copper-catalyzed transformation of ketones to amides via C(CO)-C(alkyl) bond cleavage directed by picolinamide ()
Org. Biomol. Chem., 2017, 15,7365-7368 DOI: 10.1039/C7OB01636K, Paper Haojie Ma, Xiaoqiang Zhou, Zhenzhen Zhan, Daidong Wei, Chong Shi, Xingxing Liu, Guosheng Huang Copper catalyzed chemoselective cleavage of the C(CO)-C(alkyl) bond leading to C-N bond formation with chelation assistance of N-containing directing groups is described. The content of this RSS Feed (c) The Royal Society of Chemistry
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One-pot facile synthesis of 4-amino-1,8-naphthalimide derived Troger's bases via a nucleophilic displacement approach ()
Org. Biomol. Chem., 2017, 15,7321-7329 DOI: 10.1039/C7OB01835E, Paper Sankarasekaran Shanmugaraju, Deirdre McAdams, Francesca Pancotti, Chris S. Hawes, Emma B. Veale, Jonathan A. Kitchen, Thorfinnur Gunnlaugsson We report here a novel one-pot synthetic strategy for the synthesis of a family of N-alkyl-1,8-naphthalimide derived Troger's bases (in overall yield of 65-96%) via a nucleophilic substitution reaction. The content of this RSS Feed (c) The Royal Society of Chemistry
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Insight into the deprotonation at the half-equivalence point of (thio)amido-benzimidazoles in the presence of anions ()
Org. Biomol. Chem., 2017, 15,7263-7266 DOI: 10.1039/C7OB01704A, Communication S. Koeller, M.-H. Lescure, C. Davies, J.-P. Desvergne, S. Massip, B. Bibal Three crystallographic structures highlight the acid-base half-equivalence point of hydrogen-bond donor (thio)amido-benzimidazoles induced by fluoride or benzoate salts with concomitant hydrogen-bonding and deprotonation as a merged synergic process. The content of this RSS Feed (c) The Royal Society of Chemistry
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Enantioselective bioreduction of benzo-fused cyclic ketones with engineered Candida glabrata ketoreductase 1 - a promising synthetic route to ladostigil (TV3326) ()
Org. Biomol. Chem., 2017, 15,7374-7379 DOI: 10.1039/C7OB01803G, Paper Jingping Ou-yang, Wenhe Zhang, Fengyu Qin, Weiguo Zuo, Shaoyu Xu, Yan Wang, Bin Qin, Song You, Xian Jia Engineered Candida glabrata ketoreductase 1 variants are applied to the bioreduction of benzo-fused cyclic ketones. Particularly, these biocatalysts showed excellent enantioselectivity towards a key intermediate of Ladostigil. The content of this RSS Feed (c) The Royal Society of Chemistry
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Palladium-catalyzed regioselective C-H bond arylations at the C3 position of ortho-substituted fluorobenzenes ()
Org. Biomol. Chem., 2017, 15,7447-7455 DOI: 10.1039/C7OB01689A, Paper Anoir Hfaiedh, Hamed Ben Ammar, Jean-Francois Soule, Henri Doucet We report herein the palladium-catalyzed C-H bond arylation of fluorobenzene derivatives at the ortho-position to the fluorine atom. Bromo, chloro or methoxy substituents at the fluorobenzenyl ortho-position can be used to increase the reactivity of the C-H bond at the C3 position. The content of this RSS Feed (c) The Royal Society of Chemistry
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Total syntheses and configuration assignments of JBIR-04 and unantimycin A ()
Org. Biomol. Chem., 2017, 15,7346-7351 DOI: 10.1039/C7OB01732D, Paper Yoshinosuke Usuki, Chie Hamada, Tetsuya Satoh (2S,4S,6S,7R,9S,28S) configuration was assigned via total syntheses of JBIR-04 and unantimycin A. The content of this RSS Feed (c) The Royal Society of Chemistry
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BODIPY dyads from a,c-biladiene salts ()
Org. Biomol. Chem., 2017, 15,7255-7257 DOI: 10.1039/C7OB01797A, Communication Andrea Savoldelli, Roberto Paolesse, Frank R. Fronczek, Kevin M. Smith, M. Graca H. Vicente Asymmetric BODIPY dyads are synthesized from a,c-biladiene salts in good yields. The reactivity of a 5,5[prime or minute]-dibromo-BODIPY dyad was investigated. The content of this RSS Feed (c) The Royal Society of Chemistry
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An organocatalytic cis-selective approach to bicyclic [small delta]-lactones ()
Org. Biomol. Chem., 2017, 15,7286-7289 DOI: 10.1039/C7OB01570D, Communication Dorota Kowalczyk, Lukasz Albrecht An organocatalytic cis-selective synthetic strategy for the preparation of biologically relevant bicyclic [small delta]-lactones is described. The content of this RSS Feed (c) The Royal Society of Chemistry
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Total synthesis and mass spectrometric analysis of a Mycobacterium tuberculosis phosphatidylglycerol featuring a two-step synthesis of (R)-tuberculostearic acid ()
Org. Biomol. Chem., 2017, 15,7422-7429 DOI: 10.1039/C7OB01786C, Paper Satvika Burugupalli, Mark B. Richardson, Spencer J. Williams A two-step synthesis of (R)-tuberculostearic acid enables the total synthesis of a Mycobacterium tuberculosis phosphatidylglycerol. Mass spectrometric fragmentation of synthetic PG regioisomers of acylation patterns. The content of this RSS Feed (c) The Royal Society of Chemistry
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Aerobic thiyl radical addition/cyclization of N-methacryloyl benzamides for the synthesis of isoquinoline-1,3(2H,4H)-dione derivatives ()
Org. Biomol. Chem., 2017, 15,7330-7338 DOI: 10.1039/C7OB01552F, Paper Yan-qin Yuan, Pailla Santhosh Kumar, Chun-niu Zhang, Ming-hua Yang, Sheng-rong Guo A highly effective dioxygen-triggered oxidative thiyl radical addition/cyclization of N-methacryloylbenzamides was explored. This method provides convenient access to a variety of useful sulfide-containing 4,4-disubstituted isoquinoline-1,3-diones. The content of this RSS Feed (c) The Royal Society of Chemistry
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Simulating the reactions of substituted pyridinio-N-phosphonates with pyridine as a model for biological phosphoryl transfer ()
Org. Biomol. Chem., 2017, 15,7308-7316 DOI: 10.1039/C7OB01734K, Paper Anna Pabis, Nicholas H. Williams, Shina C. L. Kamerlin This work provides a comprehensive model for non-enzymatic phosphoryl transfer, as a baseline for understanding biological phosphoryl transfer reactions. The content of this RSS Feed (c) The Royal Society of Chemistry
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Sigmatropic proton shifts: a quantum chemical study ()
Org. Biomol. Chem., 2017, 15,7439-7446 DOI: 10.1039/C7OB01628J, Paper Yi Wang, Zhi-Xiang Yu Insights into [1,j] sigmatropic proton shifts in polyenyl anions and related conjugated systems have been revealed by quantum chemical calculations. The content of this RSS Feed (c) The Royal Society of Chemistry
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Nitrile-assisted oxidation over oxidative-annulation: Pd-catalyzed [small alpha],[small beta]-dehydrogenation of [small alpha]-cinnamyl [small beta]-keto nitriles ()
Org. Biomol. Chem., 2017, 15,7317-7320 DOI: 10.1039/C7OB00912G, Paper Rajender Nallagonda, Reddy Rajasekhar Reddy, Prasanta Ghorai A palladium-catalyzed oxidation reaction is disclosed where the nitrile functionality on the substrate simply changes the course of the reaction. [small alpha]-Cinnamyl [small beta]-keto nitriles provide [small alpha],[small beta],[gamma],[small delta]-diene containing [small beta]-keto nitriles with good substrate scope. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis and optical and electrochemical properties of a phenanthrodithiophene (fused-bibenzo[c]thiophene) derivative ()
Org. Biomol. Chem., 2017, 15,7302-7307 DOI: 10.1039/C7OB01695F, Paper Yousuke Ooyama, Toshiaki Enoki, Satoshi Aoyama, Joji Ohshita A fused-bibenzo[c]thiophene, 2,9-bis(tert-butyldimethylsilyl)phenanthro[9,8-bc:10,1-b[prime or minute]c[prime or minute]]dithiophene (PHDT-Si), has been designed and developed as a new expanded [small pi]-conjugation skeleton. The content of this RSS Feed (c) The Royal Society of Chemistry
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One-flask synthesis of pyrazolone thioethers involving catalyzed and uncatalyzed thioetherification pathways of pyrazolones ()
Org. Biomol. Chem., 2017, 15,7267-7271 DOI: 10.1039/C7OB01754E, Communication Prasun Mukherjee, Asish R. Das One-pot thioetherification of pyrazolones through cross-coupling as well as an aromatic SN2 pathway using elemental sulfur as the sulfur source. The content of this RSS Feed (c) The Royal Society of Chemistry
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Heptafluoroisopropyl diazomethane (i-C3F7CHN2): in situ generation and synthesis of pyrazoles ()
Org. Biomol. Chem., 2017, 15,7296-7301 DOI: 10.1039/C7OB01579H, Paper Pavel K. Mykhailiuk A novel chemical reagent, heptafluoroisopropyl diazomethane (i-C3F7CHN2), has been generated in situ in aqueous media. It reacts with electron-deficient alkynes towards polyfluorinated pyrazoles that are important in agrochemistry. The content of this RSS Feed (c) The Royal Society of Chemistry
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AgOTf-Catalyzed Sequential Synthesis of 4-Isoquinolone via Oxidative Ring Opening of Aziridines and Aza-Michael Addition ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02167D, Paper siyang xing, Hong Cui, Nan Gu, Ying Li, Kui Wang, Dawei Tian, Jiajing Qin, Qiaoyang Liu An efficient AgOTf-catalyzed sequential reaction involving oxidative ring-opening of aziridines by DMSO and aza-Michael addition has been developed. A series of 2,3-dihydro-4(1H)-isoquinolones were afforded in moderate to good yields by... The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of [gamma]-keto sulfones by copper-catalyzed oxidative sulfonylation of tertiary cyclopropanols ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01605K, Paper Yulia A. Konik, Gabor Zoltan Elek, Sandra Kaabel, Ivar Jarving, Margus Lopp, Dzmitry Kananovich Tertiary cyclopropanols undergo ring-opening oxidative sulfonylation to afford [gamma]-keto sulfones when reacting with sulfinate salts in the presence of copper(II) acetate catalyst and an oxidant (tert-butyl hydroperoxide or atmospheric oxygen).... The content of this RSS Feed (c) The Royal Society of Chemistry
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Stimuli-responsive circularly polarized luminescence from an achiral perylenyl dyad ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01959A, Paper Junfeng Li, Chenglong Yang, Xuelei Peng, Qi Qi, Yong-hua Li, Wen-Yong Lai, Wei Huang Stimuli-responsive circularly polarized luminescence (CPL) was successfully achieved through fine-tuning the conformation of perylenyl dyad by external stimuli. Monomer CPL was clearly detected from inherent achiral monochromophore system in a... The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis and Photophysical Properties of a Bichromophoric System Hosting a Disaccharide Spacer ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01764B, Paper Paola Bonaccorsi, Teresa Papalia, Anna Barattucci, Tania M. G. Salerno, Sebastiano Campagna, Fausto Puntoriero The synthesis of an efficient energy donor-acceptor system is reported, together with its photophysical properties. The bichromophoric species has been conceived to show potentialities for biological applications since a biocompatible... The content of this RSS Feed (c) The Royal Society of Chemistry
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Microwave-assisted synthesis of novel hetero[5]helicene-like molecules and coumarin derivatives ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01742A, Paper Wei Lin, Xiuxiu Hu, Shuai Song, Qi Cai, Yun Wang, Daqing Shi A concise and efficient approach to design and synthesize hetero[5]helicene-like molecules and coumarin derivatives 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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Novel spirocyclic systems via multicomponent aza-Diels-Alder reaction ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02069D, Communication Sabin Llona-Minguez, Adam Throup, Emilie Steiner, Molly Lightowler, Sandra Van der Haegen, Evert Homan, Lars Eriksson, Pal Stenmark, Annika Jenmalm-Jensen, Thomas Helleday Here we present a two-step diastereoselective methodology building on a multicomponent aza-Diels-Alder reaction. 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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Tetrasubstituted Cyclopentadienones as Suitable Enantiopure Ligands with Axial Chirality ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB01455D, Paper Luca Prati, Michele Mancinelli, Alessia Ciogli, Andrea Mazzanti A series of thermally stable atropisomeric phencyclones ligands ([capital Delta]G[not equal]rac > 35 kcal/mol)), bearing two chiral axes, has been successfully synthesized, taking into account the results of DFT calculations on model... The content of this RSS Feed (c) The Royal Society of Chemistry
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Claisen rearrangements of benzyl vinyl ethers: theoretical investigation of mechanism, substituent effects, and regioselectivity ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01666B, Paper Elizabeth H. Krenske, Jed M. Burns, Ross P. McGeary Theoretical calculations are reported which examine the mechanisms of Claisen rearrangements of benzyl vinyl ethers and the ways in which substituents influence reactivity and regioselectivity. 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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A new synthetic method for non-symmetric pillar[5]arenes with simple isolation and improved yield ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB02013A, Paper Jiaming Ding, Jiafu Chen, Weipeng Mao, Junrou Huang, Da Ma We developed a new synthetic method for non-symmetric pillar[n]arenes, which has improved yield and simple isolation. 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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N-Heterocyclic carbene palladium-catalyzed cascade annulation/alkynylation of 2-alkynylanilines with terminal alkynes ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01889D, Paper Jianxiao Li, Can Li, Lu Ouyang, Chunsheng Li, Wanqing Wu, Huanfeng Jiang N-Heterocyclic carbene-palladium catalyzed cascade annulation/alkynylation for the assembly of various structurally diverse (NH)-3-alkynylindoles 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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DBU-mediated [4 + 1] annulations of donor-acceptor cyclopropanes with carbon disulfide or thiourea for synthesis of 2-aminothiophene-3-carboxylates ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01886J, Paper Zhenjie Su, Siran Qian, Shuwen Xue, Cunde Wang Fully substituted 2-aminothiophene-3-carboxylate derivatives were synthesized effectively via the DBU-mediated [4 + 1] annulations of donor-acceptor cyclopropanes with carbon disulfide or thiourea. 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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An aryl-triazole foldamer containing a 1,8-naphthalimide fluorescent motif for monitoring and enhancing the anion-induced folding ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01736G, Communication Ling Yang, Ying Wang, Yanke Che, Hua Jiang A 1,8-naphthalimide fluorescent motif was found to facilitate folding and to largely enhance halogen anion binding for an aryl-triazole foldamer. 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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Enantioselective electrophilic cyanation of [small beta]-keto amides catalysed by a cinchona organocatalyst ()
Org. Biomol. Chem., 2017, Advance Article DOI: 10.1039/C7OB01782K, Communication Pran Gopal Karmaker, Jiashen Qiu, Di Wu, Mengmeng Reng, Zhuo Yang, Hongquan Yin, Fu-Xue Chen An operationally simple protocol for the enantioselective electrophilic [small alpha]-cyanation of [small beta]-keto amides catalyzed by cinchona-derived catalysts has been demonstrated. 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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Oxidative Functionalisation of Alcohols and Aldehydes via the Merger of Oxoammonium Cations and Photoredox Catalysis ()
Org. Biomol. Chem., 2017, Accepted Manuscript DOI: 10.1039/C7OB02243C, Paper Jyoti Nandi, John Ovian, Christopher Brian Kelly, Nicholas E. Leadbeater We present a new paradigm for nitroxyl-mediated processes via the merger of oxoammonium cation-mediated oxidation with visible-light photoredox catalysis. The integration of these two forms of catalysis has been realised... The content of this RSS Feed (c) The Royal Society of Chemistry
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