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

Xingxing Ma, Xiaoxia Yu, Hua Huang, Yao Zhou and Qiuling Song*

*Institute of Next Generation Matter Transformation, College of Materials Science & Engineering, Huaqiao University, 668 Jimei Boulevard, Xiamen, Fujian 361021, China, Email:

X. Ma, X. Yu, H. Huang, Y. Zhou, Q. Song, Org. Lett., 2020, 22, 5284-5288.

DOI: 10.1021/acs.orglett.0c01275

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Three-component reactions of enaminoesters, fluorodibromoiamides/ester, and sulfur provide thiazoles and isothiazoles via two C-F bond cleavages along with the formation of new C-S, C-N, and N-S bonds. Both methods offer high selectivity for the synthesis of thiazoles/isothiazoles, which have vital applications in drug discovery and development.

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Key Words

Thiazoles, Isothiazoles, Multicomponent Reactions

ID: J54-Y2020