Palladium-Catalyzed Ring-Opening Coupling of -Difluorocyclopropanes for the Construction of 2-Fluoroallylic Sulfones.

J Org Chem

CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica (SIMM), Chinese Academy of Sciences , Shanghai 201203 , China.

Published: November 2019

A Pd-catalyzed ring-opening sulfonylation of -difluorocyclopropanes is reported. This protocol involves C-C bond cleavage, β-F elimination, and allylic coupling to form corresponding 2-fluoroallylic sulfones efficiently with -selectivity. Different substrates bearing diverse functional groups are tolerated. Moreover, this method is successfully used for the late-stage derivation of several bioactive molecules.

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http://dx.doi.org/10.1021/acs.joc.9b01897DOI Listing

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