Stereoselective Fluorosulfonylation of Vinylboronic Acids for ()-Vinyl Sulfonyl Fluorides with Copper Participation.

Org Lett

Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, P. R. China.

Published: March 2024

A practical synthetic method for the synthesis of vinyl sulfonyl fluorides through copper-promoted direct fluorosulfonylation has been developed. The reaction of the vinylboronic acids with DABSO and then NFSI is performed under mild reaction conditions. This transformation efficiently affords aryl or alkyl vinyl sulfonyl fluorides with good reaction yields, exclusive -configuration, broad substrate scope, excellent compatibility, and operational simplicity.

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http://dx.doi.org/10.1021/acs.orglett.4c00711DOI Listing

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