Royal Society of Chemistry

The transition-metal-catalyst-free oxidative homocoupling of organomanganese reagents prepared by the insertion of magnesium into organic halides in the presence of MnCl2[middle dot]2LiCl

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01235F, PaperZhihua Peng, Na Li, Xinyang Sun, Fang Wang, Lanjian Xu, Cuiyu Jiang, Linhua Song, Zi-Feng Yan
An oxidative homocoupling of organomanganese reagents was performed in one pot without an additional transition-metal catalyst.
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Synthesis of L-rhamnose derived chiral bicyclic triazoles as novel sodium-glucose transporter (SGLT) inhibitors

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01319K, PaperSiddamal Reddy Putapatri, Abhinav Kanwal, Balasubramanian Sridhar, Sanjay K. Banerjee, Srinivas Kantevari
Fused chiral bicyclic 1,2,3-triazoles synthesized from commercially available natural L-rhamnose exhibited excellent SGLT inhibition activity.
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Next generation maleimides enable the controlled assembly of antibody-drug conjugates via native disulfide bond bridging

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,7261-7269
DOI: 10.1039/C4OB01550A, PaperFelix F. Schumacher, Joao P. M. Nunes, Antoine Maruani, Vijay Chudasama, Mark E. B. Smith, Kerry A. Chester, James R. Baker, Stephen Caddick
Highly homogeneous ADCs are generated by the efficient bridging of interchain disulfide bonds in trastuzumab, using next generation maleimides.
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Organophosphorus-catalyzed diaza-Wittig reaction: application to the synthesis of pyridazines

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,7159-7166
DOI: 10.1039/C4OB01201A, PaperHassen Bel Abed, Oscar Mammoliti, Omprakash Bande, Guy Van Lommen, Piet Herdewijn
The elaboration of the first organophosphorus-catalyzed diaza-Wittig reaction is reported.
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An economical and environmentally friendly oxidative biaryl coupling promoted by activated MnO2

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01409J, PaperJingjing Yang, Shutao Sun, Ziyu Zeng, Hongbo Zheng, Wei Li, Hongxiang Lou, Lei Liu
A mild, economical, and environmentally friendly oxidative biaryl coupling by MnO2 was developed to deliver five- to eight-membered tricyclic products.
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Ultrasound-assisted 1,3-dipolar cycloaddition and cyclopropanation reactions for the synthesis of bis-indolizine and bis-cyclopropane derivatives

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01305K, PaperMehdi Abaszadeh, Mohammad Seifi
We report a new method for the synthesis of bis-indolizine and bis-cyclopropane derivatives under ultrasound irradiation, using a 1,3-dipolar cycloaddition reaction or a cyclopropanation reaction, respectively.
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Efficient synthesis of conformationally constrained, amino-triazoloazepinone-containing di- and tripeptides via a one-pot Ugi-Huisgen tandem reaction

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,6986-6989
DOI: 10.1039/C4OB01381F, CommunicationT. M. A. Barlow, M. Jida, D. Tourwe, S. Ballet
Herein we describe a catalyst-free procedure employing an Ugi-4CR followed by a thermal azide-alkyne Huisgen cycloaddition to generate a 16-member library with up to four points of diversification and high atom economy.
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Diastereoselective synthesis of functionalized pyrrolidines through N-bromosuccinimide-induced aziridine ring expansion cascade of cinnamylaziridine

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01384K, CommunicationJing Zhou, Ying-Yeung Yeung
An efficient aziridine ring expansion cascade of cinnamylaziridine has been developed using N-bromosuccinimide as the promoter.
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A concise synthesis of (alkynyl)(trifluoromethyl)sulfanes via a bismuth(III)-promoted reaction of trimethyl(alkynyl)silane with trifluoromethanesulfanylamide

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01451K, PaperJie Sheng, Jie Wu
A bismuth(III)-promoted reaction of trimethyl(alkynyl)silanes with trifluoromethanesulfanylamide is developed, giving rise to (alkynyl)(trifluoromethyl)sulfanes in good yields.
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Palladium-catalyzed one pot 2-arylquinazoline formation via hydrogen-transfer strategy

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01296H, PaperHuamin Wang, Hui Chen, Ya Chen, Guo-Jun Deng
2-Arylquinazolines were prepared from nitroarenes and benzyl alcohols or benzyl amines via a hydrogen transfer strategy.
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A new approach to asymmetric synthesis of infectocaryone

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01162G, PaperXiubing Liu, Lingling Hu, Xiaojing Liu, Junhao Jia, Lizhen Jiang, Jiangfeng Lin, Xiaochuan Chen
A new approach to the asymmetric synthesis of infectocaryone featuring a regioselective and stereoselective Diels-Alder reaction of an isomeric dienophile mixture is developed.
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Base-promoted dehydrogenative coupling of benzene derivatives with amides or ethers

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01253D, CommunicationRyota Ueno, Eiji Shirakawa
Electronically neutral and deficient benzene derivatives are introduced into the dehydrogenative coupling as arenes that couple with amides/ethers.
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Modular synthesis of bis- and tris-1,2,3-triazoles by permutable sequential azide-aryne and azide-alkyne cycloadditions

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01654H, CommunicationSuguru Yoshida, Takako Nonaka, Takamoto Morita, Takamitsu Hosoya
A new method for aryne generation enabled facile synthesis of diverse bis- and tris-1,2,3-triazoles.
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Total synthesis and biological studies of cryptocin and derivatives of equisetin and fusarisetin A

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01149J, PaperLili Kong, Mingjin Rao, Jinjie Ou, Jun Yin, Weiqiang Lu, Mingyao Liu, Xiufeng Pang, Shuanhu Gao
Total synthesis of cryptocin, derivatives of equisetin and fusarisetin A were achieved based on the biosynthetic hypothesis. The biological studies of their inhibitory effects on breast cancer cells (MDA-MB-231) survival and metastasis were further investigated.
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A hydrazide-anchored dendron scaffold for chemoselective ligation strategies

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,7290-7296
DOI: 10.1039/C4OB00870G, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Liz O'Donovan, Paul A. De Bank
We report the design and synthesis of a dendron scaffold, enabling the chemoselective decoration of target molecules with multiple copies of functional species, such as peptides, via a hydrazone bond.
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Synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via cascade reactions of N-alkyl-N-methacryloyl benzamide with aryl aldehydes

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01442A, CommunicationWannian Zhao, Ping Xie, Min Zhang, Ben Niu, Zhaogang Bian, Charles Pittman, Aihua Zhou
A cascade reaction between N-alkyl-N-methacryloylbenzamide and aryl aldehydes was developed to generate isoquinoline-1,3(2H,4H)-dione derivatives.
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Iridium-catalyzed C-H borylation of pyridines

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,7318-7327
DOI: 10.1039/C4OB01565G, PaperScott A. Sadler, Hazmi Tajuddin, Ibraheem A. I. Mkhalid, Andrei S. Batsanov, David Albesa-Jove, Man Sing Cheung, Aoife C. Maxwell, Lena Shukla, Bryan Roberts, David C. Blakemore, Zhenyang Lin, Todd B. Marder, Patrick G. Steel
Iridium-catalysed C-H borylation is an efficient method for the preparation of pyridyl and related azinyl boronate esters.
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Investigation of transannular cycloaddition reactions involving furanoxonium ions using DFT calculations. Implications for the origin of plumarellide and rameswaralide and related polycyclic metabolites isolated from corals

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,7270-7278
DOI: 10.1039/C4OB00734D, PaperB. Lygo, M. J. Palframan, G. Pattenden
DFT calculations probing potential cycloaddition pathways leading to the polycyclic ring systems found in the coral secondary metabolites plumarellide, mandapamate and rameswaralide are described.
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Divergent total synthesis of 1,6,8a-tri-epi-castanospermine and 1-deoxy-6,8a-di-epi-castanospermine from substituted azetidin-2-one ([small beta]-lactam), involving a cascade sequence of reactions as a key step

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,7389-7396
DOI: 10.1039/C4OB00948G, PaperDipak Kumar Tiwari, Kishor Chandra Bharadwaj, Vedavati G. Puranik, Dharmendra Kumar Tiwari
A divergent, short, and novel total synthesis of 1,6,8a-tri-epi-castanospermine (7) and 1-deoxy-6,8a-di-epi-castanospermine (8) has been developed.
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Stereoselective synthesis of C-fused pyranoindoles, pyranobenzofurans and pyranobenzothiophene scaffolds using oxa-Pictet-Spengler type reaction of vinylogous carbonates

Org. and Biomol. Chem. - 1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,7397-7409
DOI: 10.1039/C4OB01387E, PaperSantosh J. Gharpure, V. Prasath
C-fused pyranoheterocycles can be assembled in a highly diastereoselective manner using an intramolecular oxa-Pictet-Spengler type reaction of vinylogous carbonates.
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