Synthesis of Thiazoles and Isothiazoles via Three-Component Reaction of Enaminoesters, Sulfur, and Bromodifluoroacetamides/Esters

A three-component strategy for the synthesis of thiazoles and isothiazoles has been developed by employing enaminoesters, fluorodibromoiamides/ester, and sulfur. The thiazoles and isothiazoles were formed via two C–F bond cleavages along with the formation of new C–S, C–N, and N–S bonds. The strateg...

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Bibliographic Details
Published in:Organic letters 2020-07, Vol.22 (14), p.5284-5288
Main Authors: Ma, Xingxing, Yu, Xiaoxia, Huang, Hua, Zhou, Yao, Song, Qiuling
Format: Article
Language:English
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Summary:A three-component strategy for the synthesis of thiazoles and isothiazoles has been developed by employing enaminoesters, fluorodibromoiamides/ester, and sulfur. The thiazoles and isothiazoles were formed via two C–F bond cleavages along with the formation of new C–S, C–N, and N–S bonds. The strategy provides high selectivity for the synthesis of thiazoles/isothiazoles, which have vital applications in drug discovery and development.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c01275