Literature DB >> 21271689

Cu-catalyzed one-pot synthesis of unsymmetrical diaryl thioethers by coupling of aryl halides using a thiol precursor.

D J C Prasad1, Govindasamy Sekar.   

Abstract

An efficient Cu-catalyzed one-pot approach for the synthesis of unsymmetrical diaryl thioethers using potassium ethyl xanthogenate as a thiol surrogate is developed. This new protocol avoids usage of intricate thiols and makes use of its easily available xanthate as a precursor, and thiol will be generated in situ to prepare the diaryl thioethers through a Cu-catalyzed double arylation. This strategy was further successfully utilized for the synthesis of symmetrical diaryl thioethers, aryl alkyl thioethers, and benzothiazoles.

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Year:  2011        PMID: 21271689     DOI: 10.1021/ol103041s

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


  4 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.  The reaction of potassium xanthates with five-membered cyclic carbonates: selectivity of the underlying cascade reactions and mechanistic insights.

Authors:  Misha Rumyantsev; Ilia A Korablev; Sergey Rumyantsev
Journal:  RSC Adv       Date:  2020-10-01       Impact factor: 3.361

3.  Metal-free photo-induced sulfidation of aryl iodide and other chalcogenation.

Authors:  Shuai Mao; Yahao Zhao; Zixuan Luo; Ruizhe Wang; Bo Yuan; Jianping Hu; Linghao Hu; San-Qi Zhang; Xiaoxing Ye; Mingliang Wang; Zhengkai Chen
Journal:  Front Chem       Date:  2022-07-26       Impact factor: 5.545

4.  Efficient Cu-catalyzed base-free C-S coupling under conventional and microwave heating. A simple access to S-heterocycles and sulfides.

Authors:  Silvia M Soria-Castro; Alicia B Peñéñory
Journal:  Beilstein J Org Chem       Date:  2013-03-04       Impact factor: 2.883

  4 in total

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