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Regioselective Thiocarbonylation of Vinyl Arenes

Vera Hirschbeck, Paul H. Gehrtz and Ivana Fleischer*

*Institute of Organic Chemistry, University of Tuebingen, Auf der Morgenstelle 18, D-72076 Tuebingen, Germany, Email:

V. Hirschbeck, P. H. Gehrtz, I. Fleischer, J. Am. Chem. Soc., 2016, 138, 16794-16799.

DOI: 10.1021/jacs.6b11020

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The combination of thiols as nucleophiles and a bidentate ligand enable a palladium-catalyzed thiocarbonylation of styrene derivatives with high regioselectivity toward the more valuable branched isomer. The ambient reaction conditions (temperature, catalyst loading) and the use of a CO surrogate render this transformation a useful method for the synthesis of thioesters.

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Key Words

thioesters, carboxylation

ID: J48-Y2016