Literature DB >> 14572267

"One-pot" two-step synthesis of aryl sulfur compounds by photoinduced reactions of thiourea anion with aryl halides.

Juan E Argüello1, Luciana C Schmidt, Alicia B Peñéñory.   

Abstract

[reaction: see text]. The photoinduced reactions of aryl halides with the thiourea anion afford arene thiolate ions in DMSO. These species without isolation, and by a subsequent aliphatic nucleophilic substitution, S(RN)1 reaction, oxidation, or protonation, yield aryl methyl sulfides, diaryl sulfides, diaryl disulfides, and aryl thiols with good yields (50-80%). This is a simple and convenient approach which involves the use of the commercially available and inexpensive thiourea in a "one-pot" two-step process for the synthesis of aromatic sulfur compounds.

Entities:  

Year:  2003        PMID: 14572267     DOI: 10.1021/ol035545n

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


  2 in total

1.  Homocouplings of Sodium Arenesulfinates: Selective Access to Symmetric Diaryl Sulfides and Diaryl Disulfides.

Authors:  Xin-Zhang Yu; Wen-Long Wei; Yu-Lan Niu; Xing Li; Ming Wang; Wen-Chao Gao
Journal:  Molecules       Date:  2022-09-22       Impact factor: 4.927

2.  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

  2 in total

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