Copper-Catalyzed Regioselective Olefination and Trifluoromethylation of Carboxylic Acids To Give ()-Trifluoromethyl Enol Esters.

Org Lett

State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, P. R. China.

Published: July 2022

Herein, we describe a method to produce ()-trifluoromethyl enol esters via the olefination and trifluoromethylation of carboxylic acids with TMSCF. This synthetic method uses inexpensive and easy-to-handle TMSCF. It employs a commercially available CuCl catalyst to transform a broad range of carboxylic acids into versatile ()-trifluoromethyl enol esters with good regio- and stereoselectivity. This protocol allows the concise synthesis of highly functionalized ()-trifluoromethyl enol esters directly from carboxylic acids.

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http://dx.doi.org/10.1021/acs.orglett.2c02027DOI Listing

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