Literature DB >> 20958071

Facile synthesis of 2-(phenylthio)phenols by copper(I)-catalyzed tandem transformation of C-S coupling/C-H functionalization.

Runsheng Xu1, Jie-Ping Wan, Hui Mao, Yuanjiang Pan.   

Abstract

2-(Phenylthio)phenols were successfully synthesized from simple phenols and aromatic halides by using dimethyl sulfoxide as the oxidant. The transformation was accomplished via tandem copper(I)-catalyzed C-S coupling/C-H functionalization employing the CuI/L [L = (E)-3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one] catalyst system. The mechanism of the reaction was elucidated based on an isotope labeling strategy.

Entities:  

Year:  2010        PMID: 20958071     DOI: 10.1021/ja107758d

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  9 in total

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

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

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3.  Copper-catalyzed C-S direct cross-coupling of thiols with 5-arylpenta-2,4-dienoic acid ethyl ester.

Authors:  Rongrong Cai; Zhuoda Zhou; Qianqian Chai; Yueer Zhu; Runsheng Xu
Journal:  RSC Adv       Date:  2018-07-27       Impact factor: 4.036

4.  Copper-catalyzed etherification of arene C-H bonds.

Authors:  James Roane; Olafs Daugulis
Journal:  Org Lett       Date:  2013-11-01       Impact factor: 6.005

5.  Iron-catalyzed tandem reaction of C-Se bond coupling/selenosulfonation of indols with benzeneselenols.

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Journal:  RSC Adv       Date:  2020-07-20       Impact factor: 4.036

6.  FAD roles in glucose catalytic oxidation studied by multiphase flow of extractive electrospray ionization (MF-EESI) mass spectrometry.

Authors:  Yan Wang; Min Sun; Jinping Qiao; Jin Ouyang; Na Na
Journal:  Chem Sci       Date:  2017-10-27       Impact factor: 9.825

7.  Metal free C-3 chalcogenation (sulfenylation and selenylation) of 4H-pyrido[1,2-a]pyrimidin-4-ones.

Authors:  Prasanjit Ghosh; Gautam Chhetri; Sajal Das
Journal:  RSC Adv       Date:  2021-03-09       Impact factor: 3.361

8.  A nickel-catalyzed tandem reaction involving cyclic esterification/C-S bond formation for synthesizing 5-oxa-11-thia-benzofluoren-6-ones.

Authors:  Rongrong Cai; Qicai Wei; Runsheng Xu
Journal:  RSC Adv       Date:  2020-07-14       Impact factor: 4.036

9.  Mechanistic Study of Copper-Catalyzed C-H Hydroxylation/C-S Coupling by ESI-HR MS and DFT Calculations.

Authors:  Runsheng Xu; Rongrong Cai; Sixian Zhou; Zhuoda Zhou; Beibei Li; Dihui Xu
Journal:  Molecules       Date:  2017-11-06       Impact factor: 4.411

  9 in total

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