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Direct Use of Carboxylic Acids in the Photocatalytic Hydroacylation of Styrenes To Generate Dialkyl Ketones

Jesus I. Martinez Alvarado, Alyssa B. Ertel, Andrea Stegner, Erin E. Stache and Abigail G. Doyle*

*Department of Chemistry, Princeton University, Princeton, New Jersey 08544, United States, Email: agdoyleprinceton.edu

J. I. M. Alvarado, A. B. Ertel, A. Stegner, E. E. Stache, A. G. Doyle, Org. Lett., 2019, 21, 9940-9944.

DOI: 10.1021/acs.orglett.9b03871 (free Supporting Information)



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Abstract

A general protocol for the hydroacylation of styrenes from aliphatic carboxylic acids proceeds via β-scission of a phosphoranyl radical that is accessed by photoredox catalysis, followed by addition of the resulting acyl radical to the styrenyl olefin.

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Key Words

hydroacylations, photochemistry


ID: J54-Y2019