4.7 Article

Copper-Catalyzed Defluorinative Thioannulation of Trifluoropropynes for the Synthesis of 1,2-Dithiole-3-thiones

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 360, Issue 20, Pages 3911-3915

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201800846

Keywords

Defluorination; thioannulation; C-F bond activation; sulfur heterocycles

Funding

  1. National Natural Science Foundation of China [21272177]
  2. Natural Science Foundation of Zhejiang Province [LR15B020002]

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A simple and practical strategy for the preparation of 1,2-dithiole-3-thiones via copper-catalyzed defluorinative thioannulation of trifluoropropynes has been developed using elemental sulfur as the sole sulfur source. This reaction displays a wide substrate scope and high functional group tolerance to afford the corresponding Sheterocycles in moderate to good yields and features efficient construction of multiple C-S bonds through C-F bond cleavage of CF3 groups.

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