Literature DB >> 20222689

Cu(II)-mediated methylthiolation of aryl C-H bonds with DMSO.

Lingling Chu1, Xuyi Yue, Feng-Ling Qing.   

Abstract

An unprecedented Cu(II)-mediated methylthiolation of aryl C-H bonds under oxidative conditions that employs the widely available DMSO as the methylthiolation reagent is described. Various functional groups in the substrates were tolerated, and ethylthiolation was also successfully achieved directly from diethyl sulfoxide under the same reaction conditions.

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Year:  2010        PMID: 20222689     DOI: 10.1021/ol100449c

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  9 in total

1.  Silver-catalyzed direct thiolation of quinones by activation of aryl disulfides to synthesize quinonyl aryl thioethers.

Authors:  Cheng Zhang; Jesse McClure; C James Chou
Journal:  J Org Chem       Date:  2015-04-27       Impact factor: 4.354

2.  Metal-free Chlorothiolation of Alkenes using HCl and Sulfoxides.

Authors:  Rene Ebule; Gerald B Hammond; Bo Xu
Journal:  European J Org Chem       Date:  2018-07-19

3.  Metal-Free Preparation of Cycloalkyl Aryl Sulfides via Di-tert-butyl Peroxide-Promoted Oxidative C(sp3)[BOND]H Bond Thiolation of Cycloalkanes.

Authors:  Jincan Zhao; Hong Fang; Jianlin Han; Yi Pan; Guigen Li
Journal:  Adv Synth Catal       Date:  2014-08-10       Impact factor: 5.837

4.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

5.  Copper-promoted sulfenylation of sp2 C-H bonds.

Authors:  Ly Dieu Tran; Ilya Popov; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2012-10-29       Impact factor: 15.419

6.  CO/O2 assisted oxidative carbon-carbon and carbon-heteroatom bond cleavage for the synthesis of oxosulfonates from DMSO and olefins.

Authors:  Ailong Shao; Meng Gao; Songtao Chen; Tao Wang; Aiwen Lei
Journal:  Chem Sci       Date:  2016-12-07       Impact factor: 9.825

7.  Copper-Catalyzed Synthesis of Unsymmetrical Diorganyl Chalcogenides (Te/Se/S) from Boronic Acids under Solvent-Free Conditions.

Authors:  Sumbal Saba; Giancarlo Vaccari Botteselle; Marcelo Godoi; Tiago Elias Allievi Frizon; Fábio Zazyki Galetto; Jamal Rafique; Antonio L Braga
Journal:  Molecules       Date:  2017-08-18       Impact factor: 4.411

8.  Unexpected Substituent Effects in Spiro-Compound Formation: Steering N-Aryl Propynamides and DMSO toward Site-Specific Sulfination in Quinolin-2-ones or Spiro[4,5]trienones.

Authors:  Xiaoxian Li; Yuanxun Wang; Yaxin Ouyang; Zhenyang Yu; Beibei Zhang; Jingran Zhang; Haofeng Shi; Han Zuilhof; Yunfei Du
Journal:  J Org Chem       Date:  2021-06-29       Impact factor: 4.354

9.  Pd-Catalyzed Directed Thiocyanation Reaction by C-H Bond Activation.

Authors:  Mélissa Gao; Mu-Yi Chen; Xavier Pannecoucke; Philippe Jubault; Tatiana Besset
Journal:  Chemistry       Date:  2020-11-03       Impact factor: 5.236

  9 in total

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