Transition-Metal-Free Decarboxylative Cyclization of -Arylacrylamides with 2,2-Difluoro-2-(phenylthio)acetic Acid: Synthesis of Thiodifluorooxindole Derivatives.

J Org Chem

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou 215123, P. R. China.

Published: June 2021

An efficient transition-metal-free decarboxylative cyclization of -arylacrylamides with 2,2-difluoro-2-(phenylthio)acetic acid for the construction of thiodifluoroindoleone derivatives is described. This strategy features stable and readily available substrates, mild reaction conditions, and transition-metal-free catalysts. Notably, this protocol has successfully applied to synthesis of -difluoroalkenes, which exist in numerous biologically active compounds.

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http://dx.doi.org/10.1021/acs.joc.1c00965DOI Listing

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