Metal-Free Catalytic Synthesis of Thiocarbamates Using Sodium Sulfinates as the Sulfur Source

A novel molecular iodine-catalyzed protocol for the construction of thiocarbamates from readily available sodium sulfinates, isocyanides, and water has been described. The present methodology offers a facile and practical route to a variety of thiocarbamates in moderate to good yields with favorable...

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Veröffentlicht in:Journal of organic chemistry 2019-03, Vol.84 (5), p.2976-2983
Hauptverfasser: Bao, Pengli, Wang, Leilei, Yue, Huilan, Shao, Yun, Wen, Jiangwei, Yang, Daoshan, Zhao, Xiaohui, Wang, Hua, Wei, Wei
Format: Artikel
Sprache:eng
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Zusammenfassung:A novel molecular iodine-catalyzed protocol for the construction of thiocarbamates from readily available sodium sulfinates, isocyanides, and water has been described. The present methodology offers a facile and practical route to a variety of thiocarbamates in moderate to good yields with favorable functional group tolerance by use odorless sodium sulfinates as the sulfur source. The mechanistic studies suggest the present transformation involves a radical process.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b02844