Organic & Biomolecular Chemistry

The Synthesis of Multi-substituted Pyrrolidinones via a Direct [3+2] Cycloaddition of Azaoxyallyl Cations with Aromatic Ethylenes ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00899J, Communication YiXin Zhang, Haojie Ma, Xingxing Liu, Xinfeng Cui, Shao-Hua Wang, Zhenzhen Zhan, Jinghong Pu, Guosheng Huang A novel [3+2] cycloaddition reaction of azaoxyallyl cations and aromatic ethylenes has been developed to afford multi-substituted pyrrolidinones in moderate to good yield. This method not only further expands the... The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of water-soluble anthracene-appended benzoxaboroles and evaluation of their cis-1,2-diol recognition properties ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00979A, Communication Shuhei Kusano, Sae Konishi, Yuji Yamada, Osamu Hayashida Three series of water-soluble anthracene-appended benzoxaboroles 1a-c were developed; their binding affinity toward cis-1,2-diols was explored by conventional fluorescence titrations to demonstrate the role of benzoxaborole as a general recognition... The content of this RSS Feed (c) The Royal Society of Chemistry
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Formal [4 + 2] cycloaddition of imines with alkoxyisocoumarins ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01015C, Communication Claire L. Jarvis, Neyra M. Jemal, Spencer Knapp, Daniel Seidel A new preparation of [small delta]-lactams 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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Transient imines as 'next generation' directing groups for the catalytic functionalisation of C-H bonds in a single operation ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00926K, Review Article Sahra St John-Campbell, James A. Bull This review describes recent developments in the use of catalytic transient directing groups, through imine linkages, which in combination with transition metal catalysts provide streamlined C-H functionalisation processes. 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 or MeSO3H-promoted multicomponent reactions for facile synthesis of structurally diverse furan analogues ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00942B, Paper Xiangqing Chang, Xiongfei Zhang, Zhiwei Chen The atom-economical characteristics, mild conditions, simple operation and broad substrate scope demonstrated the synthetic value of this protocol. 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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Anti-staphylococcal biofilm activity of miconazoctylium bromide ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00897C, Paper Jeremie Tessier, Mahmood Golmohamadi, Kevin J. Wilkinson, Andreea R. Schmitzer Alkylmiconazolium salts possess a high potency to disrupt bacterial biofilms. 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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Nitric oxide release from a cucurbituril encapsulated NO-donor ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00895G, Paper A. Acuna, N. Basilio, M. Parajo, J. C. Mejuto, J. Perez-Juste, P. Taladriz-Blanco, L. Garcia-Rio The denitrosation of a S-nitrosothiol derivative, nitrosomercaptopyridine (SNO+), can be inhibited by incorporation into the cucurbit[7]uril cavity. Owing to the reversible character of host : guest complexation, SNO+ can be expelled from the host cavity through the application of a chemical stimulus allowing controlled nitric oxide release. 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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Activation of Disulfide Bond Cleavage Triggered by Hydrophobization and Lipophilization of Functionalized Dihydroasparagusic Acid ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01055B, Paper Fuyuhiko Inagaki, Miyuki Momose, Naoya Maruyama, Kenkyo Matsuura, Tsukasa Matsunaga, Chisato Mukai Concisely synthesized and functionalized dihydroasparagusic acid (DHAA) derivatives were used to show that the introduction of a hydrophobic functional group dramatically reduced air oxidation activity at the dithiol moieties and... The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis and biochemical evaluation of two novel N-hydroxyalkylated cyclosporin A analogs ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00980E, Paper Viktoria Kahlert, Erik Prell, Oliver Ohlenschlager, Jelena Melesina, Michael Schumann, Christian Lucke, Gunter Fischer, Miroslav Malesevic The cyclic undecapeptide cyclosporin A (CsA) is a widely used immunosuppressive agent. Its immunosuppressive properties arise from strong binding to cyclophilins (Cyp) followed by inhibition of the protein calcineurin (CaN)... The content of this RSS Feed (c) The Royal Society of Chemistry
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Hypermonins A and B, two 6-norpolyprenylated acylphloroglucinols with unprecedented skeletons from Hypericum monogynum ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00650D, Paper Yan-Rong Zeng, Ping Yi, Wei Gu, Chun-Xia Xiao, Lie-Jun Huang, Dong-Song Tian, Hui Yan, Duo-Zhi Chen, Chun-Mao Yuan, Xiao-Jiang Hao Hypermonins A and B, two novel 6-norpolycyclic polyprenylated acylphloroglucinols (PPAPs), were isolated from the leaves and twigs of Hypericum monogynum. 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- and base-free synthesis of imidazo[1,2-a]pyridines through elemental sulfur-initiated oxidative annulation of 2-aminopyridines and aldehydes ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00981C, Communication Jing Tan, Penghui Ni, Huawen Huang, Guo-Jun Deng An elemental sulfur-based metal- and base-free system enables oxidative imidazo[1,2-a]pyridine annulations. 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 studies toward the marine metabolite prorocentin-4: synthesis of the C1-C23 fragment ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00388B, Paper Praveen AnkiReddy, Sandeep AnkiReddy, Sabitha Gowravaram A synthetic study of the construction of the C1-C23 fragment of prorocentin-4, a novel linear polyketide, 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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Backbone conformation affects duplex initiation and duplex propagation in hybridisation of synthetic H-bonding oligomers ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00819A, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Giulia Iadevaia, Diego Nunez-Villanueva, Alexander E. Stross, Christopher A. Hunter Forming the first intramolecular H-bond is straightforward, but forming subsequent intramolecular interactions is difficult, because the backbone imposes more severe constraints. 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 NHC-catalyzed 1,3-diploar [3+2] cycloadditon of azomethine imine with [small alpha]-chloroaldehyde for synthesis of bicyclic pyrazolidinones ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00925B, Communication Limin Yang, Yunbo Lv, Fei Wang, Guofu Zhong A chiral N-heterocyclic carbene (NHC)-catalyzed [3+2] cycloadditon reaction of 3-oxopyrazolidin-1-ium-2-ides and [small alpha]-chloroaldehyde was developed for the synthesis of pyrazolo[1,2-a]pyrazole-1,7-dione in moderate to good yields (up to 76%) with good enantioselectivities... The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of topologically constrained naphthalimide appended Palladium(II)-N-Heterocyclic carbene complexes- Insights into additive controlled product selectivity ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00616D, Paper Pradeep Kumar Reddy Panyam, Ramdas Sreedharan, THIRUMANAVELAN GANDHI Topologically constrained naphthalimide appended Pd-NHCs were synthesized and characterized. These structurally related complexes were catalytically compared with the previously synthesized Pd-NHC in the regioselective heteroannulation of o-haloanilines and arylethynyl-trimethylsilane. The... The content of this RSS Feed (c) The Royal Society of Chemistry
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Caged cyclopropenes for controlling bioorthogonal reactivity ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01076E, Communication Pratik Kumar, Ting Jiang, Sining Li, Omar Zainul, Scott T. Laughlin 3N-spirocyclopropenes permit spatiotemporal control of the cyclopropene-tetrazine ligation. 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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Cs2CO3-promoted methylene insertion into disulfide bonds using acetone as a methylene source ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00877A, Communication Qian Chen, Guodian Yu, Xiaofeng Wang, Yulin Huang, Yan Yan, Yanping Huo A practical route to dithioacetals has been achieved via methylene insertion into disulfide bonds using acetone as a methylene source. 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 ambient-temperature decarboxylative annulation of isatins with amidine hydrochlorides: a facile access to 2-(1,3,5-triazin-2-yl)aniline derivatives ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00904J, Communication Feng-Cheng Jia, Cheng Xu, Yu-Wei Wang, Zhi-Peng Chen, Yun-Feng Chen, An-Xin Wu A copper-catalyzed domino protocol for the synthesis of 2-(1,3,5-triazin-2-yl)anilines has been developed from isatins and amidine hydrochlorides at ambient temperature. 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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Streamlined chemoenzymatic total synthesis of prioritized ganglioside cancer antigens ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01087K, Communication Hai Yu, Abhishek Santra, Yanhong Li, John B. McArthur, Tamashree Ghosh, Xiaoxiao Yang, Peng G. Wang, Xi Chen Highly efficient streamlined total synthesis of complex prioritized gangliosides was achieved chemoenzymatically by sequential one-pot multienzyme (OPME) reactions with facile C18 cartridge purification schemes followed by high-yield acylation. 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 the tetracyclic core of (+/-)-cycloclavine and 4-amino Uhle's ketone ()
Org. Biomol. Chem., 2018, 16,3801-3808 DOI: 10.1039/C7OB03067C, Paper Jin-Quan Chen, Yang Mi, Zi-Fa Shi, Xiao-Ping Cao Construction of the tetracyclic core of (+/-)-cycloclavine and 4-amino Uhle's ketone. The content of this RSS Feed (c) The Royal Society of Chemistry
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Chelation-assisted de-aryloxylative amination of 2-aryloxy quinolines: a new synthetic route to a key fragment of a bioactive PRMT5 inhibitor ()
Org. Biomol. Chem., 2018, 16,3716-3720 DOI: 10.1039/C8OB00911B, Communication Aniket Gupta, Jogendra Kumar, Sukalyan Bhadra A copper catalysed regiospecific de-aryloxylative amination of O- or N-chelating group-functionalized 2-aryloxyquinolines constitutes a new route to access a PRMT5 inhibitor. The content of this RSS Feed (c) The Royal Society of Chemistry
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Time-lapse monitoring of TLR2 ligand internalization with newly developed fluorescent probes ()
Org. Biomol. Chem., 2018, 16,3824-3830 DOI: 10.1039/C7OB03205F, Paper Yohei Arai, Kouhei Yokoyama, Yuki Kawahara, Qi Feng, Ippei Ohta, Atsushi Shimoyama, Shinsuke Inuki, Koichi Fukase, Kazuya Kabayama, Yukari Fujimoto Bacterial lipopeptide fluorescent probes were developed as TLR2 ligands, and their time-lapse monitoring of cellular internalization was performed. The content of this RSS Feed (c) The Royal Society of Chemistry
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Modular synthesis of heptaarylindole ()
Org. Biomol. Chem., 2018, 16,3771-3776 DOI: 10.1039/C8OB00993G, Paper Shin Suzuki, Takashi Asako, Kenichiro Itami, Junichiro Yamaguchi The first synthesis of heptaarylindole (HAI) has been accomplished using a coupling/ring transformation strategy. The content of this RSS Feed (c) The Royal Society of Chemistry
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A homodinuclear cobalt complex for the catalytic asymmetric Michael reaction of [small beta]-ketoesters to nitroolefins ()
Org. Biomol. Chem., 2018, 16,3841-3850 DOI: 10.1039/C8OB00773J, Paper Guanghui Chen, Guojuan Liang, Yiwu Wang, Ping Deng, Hui Zhou A homodinuclear Co2/aminophenol sulfonamide complex has been developed for the asymmetric Michael reaction. The content of this RSS Feed (c) The Royal Society of Chemistry
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Belamchinenin A, an unprecedented tricyclic-fused triterpenoid with cytotoxicity from Belamcanda chinensis ()
Org. Biomol. Chem., 2018, 16,3754-3759 DOI: 10.1039/C8OB00789F, Paper Gang Ni, Jia-Yuan Li, De-Quan Yu Herein we report an unprecedented tricyclic-fused triterpenoid, which features a rigid and half-caged tricyclic nucleus. The absolute configuration of the tricyclic nucleus of 1 was unequivocally assigned by ECD calculation. The content of this RSS Feed (c) The Royal Society of Chemistry
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Chemo-enzymatic synthesis of (E)-2,3-diaryl-5-styryl-trans-2,3-dihydrobenzofuran-based scaffolds and their in vitro and in silico evaluation as a novel sub-family of potential allosteric modulators of the 90 kDa heat shock protein (Hsp90) ()
Org. Biomol. Chem., 2018, 16,3741-3753 DOI: 10.1039/C8OB00644J, Paper Ivan Bassanini, Ilda D'Annessa, Massimo Costa, Daniela Monti, Giorgio Colombo, Sergio Riva Efficient chemo-enzymatic synthesis of dihydrobenzofurans and evaluation of their activities towards the protein Hsp90. The content of this RSS Feed (c) The Royal Society of Chemistry
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Effects of cucurbit[n]uril (n = 7, 8, 10) hosts on the formation and stabilization of a naphthalenediimide (NDI) radical anion ()
Org. Biomol. Chem., 2018, 16,3809-3815 DOI: 10.1039/C8OB00664D, Paper Xiran Zhao, Fengbo Liu, Zhiyong Zhao, Hakim Karoui, David Bardelang, Olivier Ouari, Simin Liu The binding interactions of a NDI diammonium dichloride salt with cucurbit[n]uril (CB[n], n = 7,8, 10) and the formation process of a NDI radical anion upon photoexcitation of the NDI derivative in the presence of a CB[n] host have been investigated. The content of this RSS Feed (c) The Royal Society of Chemistry
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Cobalt-catalyzed carbon-sulfur/selenium bond formation: synthesis of benzo[b]thio/selenophene-fused imidazo[1,2-a]pyridines ()
Org. Biomol. Chem., 2018, 16,3721-3725 DOI: 10.1039/C8OB00743H, Communication Tianyu Wang, Jichao Chen, Jia Wang, Shengtao Xu, Aijun Lin, Hequan Yao, Sheng Jiang, Jinyi Xu An efficient cobalt-catalyzed C-S/C-Se bond formation method for the synthesis of benzo[b]thio/selenophene-fused imidazo[1,2-a]pyridines has been developed. The content of this RSS Feed (c) The Royal Society of Chemistry
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Manipulation of a DNA aptamer-protein binding site through arylation of internal guanine residues ()
Org. Biomol. Chem., 2018, 16,3831-3840 DOI: 10.1039/C8OB00704G, Paper Abigail J. Van Riesen, Kaila L. Fadock, Prashant S. Deore, Ahmed Desoky, Richard A. Manderville, Shahin Sowlati-Hashjin, Stacey D. Wetmore Chemically modified aptamers have the opportunity to increase aptamer target binding affinity and provide structure-activity relationships to enhance our understanding of molecular target recognition by the aptamer fold. The content of this RSS Feed (c) The Royal Society of Chemistry
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Metal-free photocatalyzed aerobic oxidative Csp3-H functionalization of glycine derivatives: one-step generation of quinoline-fused lactones ()
Org. Biomol. Chem., 2018, 16,3816-3823 DOI: 10.1039/C8OB00240A, Paper Youxiang He, Baorun Yan, Hua Tao, Yuan Zhang, Ying Li This reaction provides facile access to a series of valuable quinoline-fused lactones at room temperature under an air atmosphere. The content of this RSS Feed (c) The Royal Society of Chemistry
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Selective nickel-catalyzed dehydrogenative-decarboxylative formylation of indoles with glyoxylic acid ()
Org. Biomol. Chem., 2018, 16,3707-3710 DOI: 10.1039/C8OB00810H, Communication Zhiping Yin, Zechao Wang, Xiao-Feng Wu Herein we present a new strategy for the dehydrogenative-decarboxylative coupling of indoles with glyoxylic acid. The content of this RSS Feed (c) The Royal Society of Chemistry
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Iridium-catalyzed C-H phosphoramidation of N-aryl-7-azaindoles with phosphoryl azides ()
Org. Biomol. Chem., 2018, 16,3711-3715 DOI: 10.1039/C8OB00776D, Communication Changduo Pan, Yun Wang, Chao Wu, Jin-Tao Yu An iridium-catalyzed C-H phosphoramidation of N-aryl-7-azaindoles with phosphoryl azides was developed, affording a series of 7-azaindole phenylphosphoramidates. The content of this RSS Feed (c) The Royal Society of Chemistry
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A "cross-stitched" peptide with improved helicity and proteolytic stability ()
Org. Biomol. Chem., 2018, 16,3702-3706 DOI: 10.1039/C8OB00790J, Communication Thomas E. Speltz, Christopher G. Mayne, Sean W. Fanning, Zamia Siddiqui, Emad Tajkhorshid, Geoffrey L. Greene, Terry W. Moore Peptide "cross-stitching" maintains binding affinity and can enhance helical and proteolytic stability. The content of this RSS Feed (c) The Royal Society of Chemistry
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Electronic effect of substituents on anilines favors 1,4-addition to trans-[small beta]-nitrostyrenes: access to N-substituted 3-arylindoles and 3-arylindoles ()
Org. Biomol. Chem., 2018, 16,3760-3770 DOI: 10.1039/C8OB00736E, Paper Radhakrishna Gattu, Suchandra Bhattacharjee, Karuna Mahato, Abu T. Khan A simple and an efficient method for the regioselective synthesis of N-alkyl/aryl/H 3-arylindole derivatives from N-substituted anilines and trans-[small beta]-nitrostyrenes has been described using 10 mol% of bismuth(III) triflate as a catalyst in acetonitrile at 80 [degree]C. The content of this RSS Feed (c) The Royal Society of Chemistry
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Diselenoamino acid derivatives as GPx mimics and as substrates of TrxR: in vitro and in silico studies ()
Org. Biomol. Chem., 2018, 16,3777-3787 DOI: 10.1039/C8OB00451J, Paper Jessie Haigert Sudati, Pablo Andrei Nogara, Rogerio Aquino Saraiva, Caroline Wagner, Eduardo Eliezer Alberto, Antonio Luiz Braga, Roselei Fachinetto, Paulo Cesar Piquini, Joao Batista Teixeira Rocha The antioxidants diselenoamino acid derivatives from phenylalanine and valine are mimetics of GPx and substrate of TrxR. The content of this RSS Feed (c) The Royal Society of Chemistry
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Reactive group effects on the photophysical and biological properties of 2-phenyl-1H-phenanthro[9,10-d]imidazole derivatives as fluorescent markers ()
Org. Biomol. Chem., 2018, 16,3788-3800 DOI: 10.1039/C8OB00729B, Paper Przemyslaw Krawczyk, Przemyslaw Czelen, Piotr Cysewski The presence of a pyridyl disulfide group limits the use of phenanthroimidazole derivatives in medical imaging, while the introduction of an N-hydroxysuccinimide ester along with changes to the PhI backbone may be used to create valuable fluorescent probes for applications in biomedical imaging. The content of this RSS Feed (c) The Royal Society of Chemistry
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Recent progress in heavy atom-free organic compounds showing unexpected intersystem crossing (ISC) ability ()
Org. Biomol. Chem., 2018, 16,3692-3701 DOI: 10.1039/C8OB00421H, Review Article Jianzhang Zhao, Kepeng Chen, Yuqi Hou, Yuanyuan Che, Lang Liu, Dianzeng Jia The intersystem crossing (ISC) of the heavy atom-free triplet photosensitizers was summarised, including the spin-orbit charge transfer ISC mechanism. The content of this RSS Feed (c) The Royal Society of Chemistry
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The first total synthesis of gobichelin B: a mixed-ligand siderophore of Streptomyces sp. NRRL F-4415 ()
Org. Biomol. Chem., 2018, 16,3732-3740 DOI: 10.1039/C8OB00263K, Paper Perali Ramu Sridhar, B. C. Venkatesh, Shaik Kalesha, Chalapala Sudharani The first total synthesis of a structurally diverse mixed ligand siderophore, gobichelin B and an epi-gobichelin B is reported. The content of this RSS Feed (c) The Royal Society of Chemistry
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"siRNA traffic lights": arabino-configured 2[prime or minute]-anchors for fluorescent dyes are key for dual color readout in cell imaging ()
Org. Biomol. Chem., 2018, 16,3726-3731 DOI: 10.1039/C8OB00417J, Paper Jeannine Steinmeyer, Heidi-Kristin Walter, Mathilde A. Bichelberger, Violetta Schneider, Tomas Kubar, Franziska Ronicke, Bettina Olshausen, Karin Nienhaus, Gerd Ulrich Nienhaus, Ute Schepers, Marcus Elstner, Hans-Achim Wagenknecht The arabino-configured nucleotide anchor improves the red-to-green fluorescence readout by energy transfer. The content of this RSS Feed (c) The Royal Society of Chemistry
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Unexpected Cyclization of 2-(2-Aminophenyl)indoles with Nitroalkenes to Furnish Indolo[3,2-c]quinolines ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00588E, Paper Alexander V Aksenov, Dmitrii A Aksenov, Georgii Griaznov, Nicolai Alexandrovich Aksenov, Leonid Voskressensky, Michael Rubin The polyphosphoric acid-mediated reaction of 2-(2-aminophenyl)indenes with nitroalkenes was tested in the frame of synthetic studies towards CDK inhibitors with paullone core. Unexpectedly, this reaction proceeded via a different mechanistic... The content of this RSS Feed (c) The Royal Society of Chemistry
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Modular 2,3-diaryl-2H-azirines synthesis from ketoxime acetates via Cs2CO3-mediated cyclization ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00923F, Paper Mi-Na Zhao, Wei Zhang, Xu-Cai Wang, Ying Zhang, Desuo Yang, Zheng-Hui Guan A modular 2H-azirines synthesis from ketoxime acetates via Cs2CO3-mediated cyclization has been developed. The reaction utilizes easily available starting materials, and provides a general synthetic route to 2,3-diaryl-2H-azirines in good... The content of this RSS Feed (c) The Royal Society of Chemistry
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High pressure-assisted low-loading asymmetric organocatalytic conjugate addition of nitroalkanes to chalcones ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00561C, Paper Agnieszka Cholewiak, Kamil Adamczyk, Michal Kopyt, Adrian Kasztelan, Piotr Kwiatkowski The application of high-pressure (up to 9 kbar) allows for relatively fast (1-5 h) and highly enantioselective 1,4-addition of nitromethane and 2-nitropropane to chalcones at room temperature with substantial reduction... The content of this RSS Feed (c) The Royal Society of Chemistry
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2-Aminoimidazole:a Multifunctional group achieving excellent gene transfection efficacy ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00953H, Paper Jing Wang, Xuefeng Hu, Dongli Wang, Cao Xie, Weiyue Lu, Jie Song, Ruifeng Wang, Chunli Gao, Min Liu Functional groups have shown great potential in gene delivery. Based on the structure-activity relationships of both imidazolyl and guanidyl, a novel multifunctional group, 2-aminoimidazole (AM), is designed for gene delivery.... The content of this RSS Feed (c) The Royal Society of Chemistry
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Energy transfer chemiluminescence for ratiometric pH imaging ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00972D, Paper Weiwei An, Ralph P. Mason, Alexander R. Lippert Ratiometric chemiluminescence enables quantitative imaging of pH at precise spatial locations independent from probe concentration and reaction kinetics. 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 convergent strategy towards febrifugine and related compounds ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00935J, Paper T. M. M. Maiden, N. Mbelesi, P. A. Procopiou, S. Swanson, J. P. A. Harrity We report a modular five step synthetic route to the febrifugines that employs 2-(chloromethyl)allyl-trimethylsilane as a conjunctive reagent for the coupling of the piperidine and quinazolinone groups. 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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Regioselective ortho-functionalization of bromofluorenecarbaldehydes using TMPMgCl[middle dot]LiCl ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB01072B, Communication Dominik Gobel, Nils Clamor, Boris J. Nachtsheim A highly regioselective functionalization of 7-bromofluorene-2-carbaldehydes, potent organic chromophores, in position C3 using a mild ortho-metallation strategy (DoM) with TMPMgCl[middle dot]LiCl 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 N-alkylated 2-pyridones through Pummerer type reactions of activated sulfoxides and 2-fluoropyridine derivatives ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00860D, Paper Gang Hu, Jiaxi Xu, Pingfan Li N-Alkylated 2-pyridone products were obtained in good to excellent yields through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride activated sulfoxides and 2-fluoropyridine derivatives, followed by hydrolysis. 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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Halo-substituted benzenesulfonyls and benzenesulfinates: convenient sources of arenes in metal-catalyzed C-C bond formation reactions for the straightforward access to halo-substituted arenes ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00632F, Review Article Haoran Li, Arpan Sasmal, Xinzhe Shi, Jean-Francois Soule, Henri Doucet The use of halo-substituted ArSO2R as an aryl source in metal-catalyzed C-C bond formation reactions presents several advantages, as the reaction often proceeds without cleavage of the C-halo bonds. 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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Regioselective and diastereoselective synthesis of two functionalized 1,5-methanoindeno[1,2-d]azocines via a three-component reaction ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00144H, Paper Jun Cao, Jing Sun, Chao-Guo Yan The morpholine promoted three-component reaction of N-alkylpiperidinone, indane-1,3-dione and 2-arylideneindane-1,3-dione in ethanol at room temperature resulted in the (1H-1,5-methanoindeno[1,2-d]azocin-12-ylidene)-1H-indene-1,3(2H)-dione derivatives in good yields and with exo-configuration. 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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Tuning fluorescence of tetraphenylethylene in dilute solution via modulating of multiple-hydrogen-bonding interactions between Hamilton receptor and cyanuric acid ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00814K, Communication Dong-Hui Wang, Deng-Jie Zhu, Wen Ding, Min Xue, Yong Yang Four Hamilton receptors and cyanuric acid modules were introduced into the tetraphenylethylene skeletons to form HTPE and CTPE respectively. Upon 1:1 mixing HTPE and CTPE in apolar dilute solution, a... The content of this RSS Feed (c) The Royal Society of Chemistry
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Efficient synthesis of ferrocifens and other ferrocenyl-substituted ethylenes via a 'sulfur approach' ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01022F, Paper Grzegorz Mloston, Roza Hamera-Faldyga, Malgorzata Celeda, Heinz Heimgartner Stable and non-odorous alkyl ferrocenyl thioketones react with bis(4-methoxyphenyl)diazomethane according to the 'two-fold extrusion' reaction principles, and tetrasubstituted ethylenes obtained thereby can be demethylated to give (Fc,2OH)-ferrocifens in good yields.... The content of this RSS Feed (c) The Royal Society of Chemistry
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Probing the competition between duplex and G-quadruplex/i-motif structures using a conformation-sensitive fluorescent nucleoside probe ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00646F, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Pramod M. Sabale, Arun A. Tanpure, Seergazhi G. Srivatsan A conformation-sensitive fluorescent nucleoside analog serves as an efficient probe to study the competition between duplex and G-quadruplex/i-motif structures. 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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Design and synthesis of (aza)indolyl maleimide-based covalent inhibitors of glycogen synthase kinase 3[small beta] ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00642C, Paper Zhimin Yang, Hui Liu, Botao Pan, Fengli He, Zhengying Pan The optimization of both non-covalent interactions and reactive groups led to azaindolyl maleimide compound 38b as a selective and covalent inhibitor against GSK3[small beta]. 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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Direct functionalization of alkyl ethers to construct hemiaminal ether skeletons (HESs) ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00793D, Review Article Longyang Dian, Qingyu Xing, Daisy Zhang-Negrerie, Yunfei Du In this review, we focus on the recent progress in developing various pathways to construct hemiaminal ether skeletons (HESs) via the direct functionalization of alkyl ethers. 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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Review of synthetic approaches toward maoecrystal V ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00909K, Review Article Brandon R. Smith, Jon T. Njardarson Synthetic approaches toward the complex natural product diterpenoid maoecrystal V are reviewed, including successful total syntheses, published synthetic efforts, and efforts compiled from dissertations. 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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Celebrating the work of Young Thousand Talents Plan researchers ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB90069H, Profile Celebrating the work of researchers who are part of the Recruitment Program for Global Young Professionals (known as the "Young Thousand Talents Plan") who published their research in Organic & Biomolecular Chemistry in 2017. 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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Rapid and reversible hydrazone bioconjugation in cells without the use of extraneous catalysts ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00946E, Paper Rahul Nisal, Gregor P. Jose, Chitra Shanbhag, Jeet Kalia The amenability of hydrazone linkages to disassemble via either hydrolysis in mildly acidic aqueous solutions or transimination upon treatment with amine nucleophiles renders them extremely attractive for applications in chemical... The content of this RSS Feed (c) The Royal Society of Chemistry
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Design of RGD-ATWLPPR peptide conjugates for the dual targeting of [small alpha]V[small beta]3 integrin and neuropilin-1 ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00669E, Paper Fabien Thoreau, Laetitia Vanwonterghem, Maxime Henry, Jean-Luc Coll, Didier Boturyn A dual targeting system provides an enhanced tumour-to-background ratio. 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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Biosynthesis of the teleocidin-type terpenoid indole alkaloids ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00803E, Review Article Takayoshi Awakawa, Ikuro Abe Teleocidin B is a terpenoid indole alkaloid with unique structures including indolactam and cyclic terpenoid, and is a strong protein kinase C activator. In this review, we describe the isolation and biosynthetic studies of teleocidins. 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 catalyst-controlled switchable reaction of [small beta]-keto acids to silyl glyoxylates ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00740C, Paper Man-Yi Han, Hong Pan, Jing Lin, Wei Li, Pinhua Li, Lei Wang A catalyst-controlled switchable reaction of [small beta]-keto acids to silyl glyoxylates was developed and the decarboxylative-addition products were generated by using a thiourea catalyst. 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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Chelation-assisted C-N cross-coupling of phosphinamides and aryl boronic acids with copper powder at room temperature ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00907D, Communication Yao Peng, Jian Lei, Renhua Qiu, Lingteng Peng, Chak-Tong Au, Shuang-Feng Yin A protocol for the chelation-assisted C-N cross-coupling of phosphinamides and aryl boronic acids with copper powder under an oxygen atmosphere 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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Synthesis of N-[(dialkylamino)methyl]acrylamides and N-[(dialkylamino)methyl]methacrylamides from Schiff base salts: useful building blocks for smart polymers ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00811F, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Abdullah Alzahrani, Styliana I. Mirallai, Benjamin A. Chalmers, Patrick McArdle, Fawaz Aldabbagh Schiff base salts are characterized and form N-amino methylated acrylamides and methacrylamides. 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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Base-Controlled Fe(Pc)-Catalyzed Aerobic Oxidation of Thiols for the Synthesis of S-S and S-P(O) Bond ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00908B, Communication Hai Huang, Jeffrey Ash, Jun Yong Kang A Fe(Pc)-catalyzed aerobic oxidation of thiols for the synthesis of disulfide has been developed under mild reaction conditions. In addition, aerobic oxidative cross-dehydrogenative coupling (CDC) reaction of thiols with P(O)-H... The content of this RSS Feed (c) The Royal Society of Chemistry
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NMR analyses on N-hydroxymethylated nucleobases - implications for formaldehyde toxicity and nucleic acid demethylases ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00734A, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. S. Shishodia, D. Zhang, A. H. El-Sagheer, T. Brown, T. D. W. Claridge, C. J. Schofield, R. J. Hopkinson NMR studies reveal that formaldehyde, a toxic pollutant and metabolite, reacts with nucleotides to form N-hydroxymethylated adducts of varying stabilities. 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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QM/MM simulations identify the determinants of catalytic activity differences between type II dehydroquinase enzymes ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00066B, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Emilio Lence, Marc W. van der Kamp, Concepcion Gonzalez-Bello, Adrian J. Mulholland Multiscale simulations pinpoint specific interactions responsible for differences in stabilization of key reacting species in two recognized targets for antibiotic development. 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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Aziridine Based Electrophilic Handle for Asparatic Acid Ligation ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB00676H, Paper Kiran Bajaj, Devesh S Agarwal, RAJEEV SAKHUJA, GIRINATH G. Pillai A one-pot ligation strategy at aspartic acid junction has been developed by successfully incorporating aziridin-2,3-dicarboxylate to the N-side of a peptide fragment, affording N-aziridine appended peptide, which was ligated in... The content of this RSS Feed (c) The Royal Society of Chemistry
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Mechanistic understanding of [Rh(NHC)]-catalyzed intramolecular [5+2] cycloadditions of vinyloxiranes and vinylcyclopropanes with alkynes ()
Org. Biomol. Chem., 2018, Accepted Manuscript DOI: 10.1039/C8OB01117F, Paper Huan Zhou, Botao Wu, Jun-An Ma, Yanfeng Dang Zhang and co-workers have recently advanced the carbon [5+2] cycloaddition of vinylcyclopropane and alkyne (VCP-alkyne) to the hetero-[5+2] cycloaddition of vinyloxirane with alkyne (VOR-alkyne). Herein, we present a systematic computational... The content of this RSS Feed (c) The Royal Society of Chemistry
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Promoter free allylation of trichloroacetimidates with allyltributylstannanes under thermal conditions to access the common 1,1[prime or minute]-diarylbutyl pharmacophore ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00687C, Paper Nivedita S. Mahajani, John D. Chisholm Allylation of trichloroacetimidates readily provides 1,1[prime or minute]-diarylbutyl groups, a common pharmacophore. 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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Facile synthesis of 2,3-benzodiazepines using one-pot two-step phosphate-assisted acylation-hydrazine cyclization reactions ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00708J, Paper Akinari Sumita, Jinhee Lee, Yuko Otani, Tomohiko Ohwada We present a one-pot two-step methodology, in which an unprotected amino is tolerated, for rapidly synthesizing 2,3-benzodiazepines via phosphate-assisted acylation reaction and hydrazine cyclization 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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Comparison of riboflavin-derived flavinium salts applied to catalytic H2O2 oxidations ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00856F, Paper Takuya Sakai, Takuma Kumoi, Tatsuro Ishikawa, Takahiro Nitta, Hiroki Iida A series of flavinium salts were prepared from commercially available riboflavin, and their optical and redox properties and their catalytic activity were compared. 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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Mixed carboxylic-sulfonic anhydride in reaction with imines: a straightforward route to water-soluble [small beta]-lactams via a Staudinger-type reaction ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00768C, Paper Olga Bakulina, Dmitry Dar'in, Mikhail Krasavin The first example of employing a mixed carboxylic-sulfonic anhydride in reaction with imines is reported. It gave [small beta]-lactams, presumably, via a formal [2 + 2] cycloaddition (a Staudinger-type 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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Palladium mediated deallylation in fully aqueous conditions for native chemical ligation at aspartic and glutamic acid sites ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00890F, Communication Muhammad Jbara, Emad Eid, Ashraf Brik An efficient native chemical ligation approach at Asp and Glu sites is reported applying a hydrazide precursor, as a peptide thioester, and allyl protection at the side chain of Asp and Glu. 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 synthesis of [small alpha]-tertiary chiral amino acid derivatives through rhodium-catalyzed asymmetric arylation of cyclic N-sulfonyl [small alpha]-ketimino esters ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00840J, Paper Zheng Wang, Ming-Hua Xu A simple sulfur-olefin ligand promoted Rh-catalyzed highly enantioselective arylation of cyclic [small alpha]-ketimino esters with arylboronic acids 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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AIE-active boron complexes based on benzothiazole-hydrazone chelates ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00755A, Paper Wenzeng Duan, Qingsong Liu, Yanmin Huo, Jichun Cui, Shuwen Gong, Zhipeng Liu A new family of benzothiazole-hydrazone-based monoboron and bisboron complexes with aggregation-induced emission (AIE) was 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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Cascade double isocyanide insertion and C-N coupling of 2-iodo-2[prime or minute]-isocyano-1,1[prime or minute]-biphenyls ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00956B, Communication Hongwei Sun, Shi Tang, Dengke Li, Yali Zhou, Jinbo Huang, Qiang Zhu This reaction provides the first example of using a functionalized isocyanide in double insertion to construct nitrogen-containing heterocyclic systems. 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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Gold-catalyzed C5-alkylation of indolines and sequential oxidative aromatization: access to C5-functionalized indoles ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00826D, Communication Wenzheng Zhang, Guangyang Xu, Lin Qiu, Jiangtao Sun A novel protocol towards the rapid assembly of C5-alkylated indole derivatives has been developed via gold-catalyzed regioselective functionalization and subsequent oxidative aromatization. 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 fused tricyclic systems by thermal Cope rearrangement of furan-substituted vinyl cyclopropanes ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00924D, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Verena Klaus, Stephane Wittmann, Hans M. Senn, J. Stephen Clark A novel method for the construction of hexahydroazuleno[4,5-b]furans has been developed in which 1-furanyl-2-alkenylcyclopropanes undergo highly stereoselective thermal Cope 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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Mild and efficient synthesis of indoles and isoquinolones via a nickel-catalyzed Larock-type heteroannulation reaction ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00795K, Paper Wei-Zhi Weng, Jian Xie, Bo Zhang A simple and mild approach for the preparation of substituted indoles and isoquinolones via a nickel-catalyzed Larock-type heteroannulation reaction 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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The [small alpha]-hydroxyphosphonate-phosphate rearrangement of a noncyclic substrate - some new observations ()
Org. Biomol. Chem., 2018, 16,3672-3680 DOI: 10.1039/C8OB00419F, Paper Open Access Open Access Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Susanne Prechelmacher, Kurt Mereiter, Friedrich Hammerschmidt An enantiomerically pure ethyl hydrogen [small alpha]-hydroxyphosphonate was converted to diastereomeric 1[prime or minute],3[prime or minute],5[prime or minute](10[prime or minute])-estratrien-3[prime or minute]-yl ethyl phosphonates, which were methylated and subjected to [small alpha]-hydroxyphosphonate-phosphate rerrangements following a stereospecific course. The content of this RSS Feed (c) The Royal Society of Chemistry
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Iodine-catalyzed oxidative annulation of 3-cyanoacetylindoles with benzylamines: facile access to 5-(3-indolyl)oxazoles ()
Org. Biomol. Chem., 2018, 16,3572-3575 DOI: 10.1039/C8OB00833G, Communication Xiaozu Liu, Yuxiang Zhou, Guojun Chen, Zhongqin Yang, Qin Li, Peijun Liu An iodine-catalyzed oxidative annulation of 3-cyanoacetylindoles with benzylamines has been developed. This reaction enables the convenient synthesis of a variety of 5-(3-indolyl)oxazoles under mild conditions with broad functional group compatibility. The content of this RSS Feed (c) The Royal Society of Chemistry
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Regio- and stereospecific Friedel-Crafts alkylation of indoles with spiro-epoxyoxindoles ()
Org. Biomol. Chem., 2018, 16,3655-3661 DOI: 10.1039/C8OB00861B, Paper Guofeng Li, Guangjun Bao, Gongming Zhu, Yiping Li, Liwu Huang, Wangsheng Sun, Liang Hong, Rui Wang A highly efficient strategy for the regio- and stereospecific Friedel-Crafts alkylation of indoles with spiro-epoxyoxindoles has been developed in the mixed solvents of HFIP/H2O (1 : 9) without the use of catalysts. The content of this RSS Feed (c) The Royal Society of Chemistry
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Push-pull quinoidal porphyrins ()
Org. Biomol. Chem., 2018, 16,3648-3654 DOI: 10.1039/C8OB00491A, Paper Martin J. Smith, Iain M. Blake, William Clegg, Harry L. Anderson Quinoidal porphyrins with electron-donating 1,3-dithiolane and electron-withdrawing dicyanomethylene groups form tightly [small pi]-stacked layer structures, despite their curved geometries and bulky aryl substituents. The crystal structures of these quinoidal porphyrins indicate that there is no significant contribution from singlet biradical or zwitterionic resonance forms. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of CF3-containing spiro-epoxyoxindoles via the Corey-Chaykovsky reaction of N-alkyl isatins with Ph2S+CH2CF3OTf- ()
Org. Biomol. Chem., 2018, 16,3564-3567 DOI: 10.1039/C8OB00602D, Communication Bin Cheng, Bing Zu, Yuntong Li, Cheng Tao, Chen Zhang, Renqi Wang, Yun Li, Hongbin Zhai CF3-containing spiro-epoxyoxindoles were successfully prepared via Corey-Chaykovsky reaction of N-alkyl isatins with the ylide generated from Ph2S+CH2CF3OTf- with almost exclusive diastereoselectivity. The content of this RSS Feed (c) The Royal Society of Chemistry
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A novel approach to sesquiterpenoid benzoxazole synthesis from marine sponges: nakijinols A, B and E-G ()
Org. Biomol. Chem., 2018, 16,3639-3647 DOI: 10.1039/C8OB00721G, Paper Yuki Takeda, Keiyo Nakai, Koichi Narita, Tadashi Katoh Nakijinols A, B, E, F and G were efficiently synthesized via the ring closure of the N-(2-hydroxyphenyl)-formamide or -acetamide moiety. The content of this RSS Feed (c) The Royal Society of Chemistry
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Chemo-enzymatic synthesis of isotopically labeled nicotinamide riboside ()
Org. Biomol. Chem., 2018, 16,3662-3671 DOI: 10.1039/C8OB00552D, Paper Ai Tran, Ryota Yokose, Yana Cen A versatile chemo-enzymatic synthesis of isotopically labeled nicotinamide riboside (NR) was developed. The content of this RSS Feed (c) The Royal Society of Chemistry
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Interrogation of biosynthetic pathways of the cruciferous phytoalexins nasturlexins with isotopically labelled compounds ()
Org. Biomol. Chem., 2018, 16,3625-3638 DOI: 10.1039/C8OB00673C, Paper M. Soledade C. Pedras, Q. Huy To A biosynthetic map of the precursors of the phytoalexins nasturlexins and cyclonasturlexin is established. The content of this RSS Feed (c) The Royal Society of Chemistry
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Efficient synthesis of 3-sulfolenes from allylic alcohols and 1,3-dienes enabled by sodium metabisulfite as a sulfur dioxide equivalent ()
Org. Biomol. Chem., 2018, 16,3605-3609 DOI: 10.1039/C8OB00745D, Paper Hang T. Dang, Vu T. Nguyen, Viet D. Nguyen, Hadi D. Arman, Oleg V. Larionov The new method enables a simple and efficient synthesis of 3-sulfolenes from 1,3-dienes and allylic alcohols using sodium metabisulfite. The content of this RSS Feed (c) The Royal Society of Chemistry
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Consecutive Lossen rearrangement/transamidation reaction of hydroxamic acids under catalyst- and additive-free conditions ()
Org. Biomol. Chem., 2018, 16,3615-3624 DOI: 10.1039/C8OB00490K, Paper Mengmeng Jia, Heng Zhang, Yongjia Lin, Dimei Chen, Yanmei Chen, Yuanzhi Xia A combined Lossen rearrangement/transamidation reaction of hydroxamic acids was discovered in formamide solution, leading efficiently to a variety of N-substituted formamide derivatives under catalyst- and additive-free conditions. The content of this RSS Feed (c) The Royal Society of Chemistry
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Facile Cu(II)-mediated conjugation of thioesters and thioacids to peptides and proteins under mild conditions ()
Org. Biomol. Chem., 2018, 16,3610-3614 DOI: 10.1039/C8OB00536B, Paper Yao Sun, Zhenbin Lyu, Zhiqiang Wang, Xiaodong Zeng, Hui Zhou, Fuchun Xu, Ziyang Chen, Yuling Xu, Ping Xu, Xuechuan Hong The bioconjugation of peptide derivatives such as polypeptides, peptide-based probes and proteins is a vibrant area in many scientific fields. The content of this RSS Feed (c) The Royal Society of Chemistry
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Synthesis of the [7-5-5] tricyclic core of Daphniphyllum alkaloids ()
Org. Biomol. Chem., 2018, 16,3556-3559 DOI: 10.1039/C8OB00859K, Communication Yusuke Kitabayashi, Tohru Fukuyama, Satoshi Yokoshima The [7-5-5] tricyclic core of the Daphniphyllum alkaloids was constructed, featuring a Claisen-Ireland rearrangement to install the two contiguous stereogenic centers, E1cB elimination to form the tetrasubstituted C-C double bond, and a 2,3-Wittig rearrangement to construct the quaternary carbon. The content of this RSS Feed (c) The Royal Society of Chemistry
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Facile synthesis of substituted diaryl sulfones via a [3 + 3] benzannulation strategy ()
Org. Biomol. Chem., 2018, 16,3560-3563 DOI: 10.1039/C8OB00662H, Communication Xiang-zheng Tang, Lang Tong, Hua-ju Liang, Jie Liang, Yong Zou, Xue-jing Zhang, Ming Yan, Albert S. C. Chan A metal-free and efficient synthesis of highly substituted diaryl sulfones via a base-mediated [3 + 3] benzannulation strategy. The content of this RSS Feed (c) The Royal Society of Chemistry
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Metal-free oxidative decarbonylative alkylation of chromones using aliphatic aldehydes ()
Org. Biomol. Chem., 2018, 16,3568-3571 DOI: 10.1039/C8OB00720A, Communication Rongzhen Chen, Jin-Tao Yu, Jiang Cheng A decarbonylative alkylation of chromones via radical conjugate addition under metal-free conditions was developed using aliphatic aldehydes as alkylating reagents. The content of this RSS Feed (c) The Royal Society of Chemistry
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Trithiazolyl-1,3,5-triazines bearing decyloxybenzene moieties: synthesis, photophysical and electrochemical properties, and self-assembly behavior ()
Org. Biomol. Chem., 2018, 16,3584-3595 DOI: 10.1039/C8OB00471D, Paper Shin-ichiro Kato, Satoshi Jin, Terutaka Kimura, Naoki Yoshikawa, Daiki Nara, Kenji Imamura, Yoshihito Shiota, Kazunari Yoshizawa, Ryo Katoono, Takeshi Yamanobe, Hiroki Uehara, Yosuke Nakamura We synthesized the first members of trithiazolyl-1,3,5-triazines that combine attractive photophysical and self-assembling properties. The content of this RSS Feed (c) The Royal Society of Chemistry
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Glycosyl nitrates in synthesis: streamlined access to glucopyranose building blocks differentiated at C-2 ()
Org. Biomol. Chem., 2018, 16,3596-3604 DOI: 10.1039/C8OB00477C, Paper Tinghua Wang, Swati S. Nigudkar, Jagodige P. Yasomanee, Nigam P. Rath, Keith J. Stine, Alexei V. Demchenko In an attempt to refine a CAN-mediated synthesis of 1,3,4,6-tetra-O-acetyl-[small alpha]-D-glucopyranose (2-OH glucose) we unexpectedly discovered that this reaction proceeds via the intermediacy of glycosyl nitrates. The content of this RSS Feed (c) The Royal Society of Chemistry
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Thioacids - synthons for amide bond formation and ligation reactions: assembly of peptides and peptidomimetics ()
Org. Biomol. Chem., 2018, 16,3524-3552 DOI: 10.1039/C8OB00512E, Review Article Narendra N., Vishwanatha M. Thimmalapura, Basavaprabhu Hosamani, Girish Prabhu, L. Roopesh Kumar, Vommina V. Sureshbabu The synthesis of [small alpha]-amino thioacids and peptide thioacids and their applications in chemoselective amide bond formation, ligation of peptides/proteins/glycopeptides and synthesis of peptidomimetics are reviewed. The content of this RSS Feed (c) The Royal Society of Chemistry
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How are 1,2,3-triazoles accommodated in helical secondary structures? ()
Org. Biomol. Chem., 2018, 16,3576-3583 DOI: 10.1039/C8OB00686E, Paper Khoubaib Ben Haj Salah, Sanjit Das, Nicolas Ruiz, Vanessa Andreu, Jean Martinez, Emmanuel Wenger, Muriel Amblard, Claude Didierjean, Baptiste Legrand, Nicolas Inguimbert Peptaibols were used as templates to monitor the impact of 1,2,3-triazole (Tz) insertion in place of amide bonds in a helix structure. The content of this RSS Feed (c) The Royal Society of Chemistry
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Beyond geminal diesters: increasing the scope of metal-mediated vinylcyclopropane annulations while decreasing pre-activation ()
Org. Biomol. Chem., 2018, 16,3506-3523 DOI: 10.1039/C8OB00593A, Review Article Duncan K. Brownsey, Evgueni Gorobets, Darren J. Derksen This review covers the transition metal mediated annulation chemistry of vinylcyclopropanes with an emphasis on non-donor-acceptor examples, and where pertinent, examples of natural product syntheses are shown. The content of this RSS Feed (c) The Royal Society of Chemistry
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In vivo and in vitro identification of Z-BOX C - a new bilirubin oxidation end product ()
Org. Biomol. Chem., 2018, 16,3553-3555 DOI: 10.1039/C8OB00164B, Communication Marcel Ritter, Sandesh Neupane, Raphael A. Seidel, Christoph Steinbeck, Georg Pohnert A new bilirubin degradation end product was isolated and characterized. The content of this RSS Feed (c) The Royal Society of Chemistry
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Ruthenium-catalyzed C-H allylation of arenes with allylic amines ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00723C, Paper Rui Yan, Zhong-Xia Wang The Ru-catalyzed pyridyl-directed C-H allylation of arenes with allylic amines was carried out in the presence of 5 mol% of [Ru(p-cymene)Cl2]2 and 0.5 equiv. of AgOAc in CF3CH2OH. 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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Intramolecularly enhanced molecular tweezers with unusually strong binding for aromatic guests in unfavorable solvents ()
Org. Biomol. Chem., 2018, Advance Article DOI: 10.1039/C8OB00786A, Communication Xiaoyu Xing, Yan Zhao Molecular tweezers using aromatic interactions for binding normally work best in polar instead of nonpolar solvents due to the strong solvophobic effect in the binding. 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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