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

Herein, we describe a method to produce (Z)-trifluoromethyl enol esters via the olefination and trifluoromethylation of carboxylic acids with TMSCF3. This synthetic method uses inexpensive and easy-to-handle TMSCF3. It employs… Click to show full abstract

Herein, we describe a method to produce (Z)-trifluoromethyl enol esters via the olefination and trifluoromethylation of carboxylic acids with TMSCF3. This synthetic method uses inexpensive and easy-to-handle TMSCF3. It employs a commercially available CuCl catalyst to transform a broad range of carboxylic acids into versatile (Z)-trifluoromethyl enol esters with good regio- and stereoselectivity. This protocol allows the concise synthesis of highly functionalized (Z)-trifluoromethyl enol esters directly from carboxylic acids.

Keywords: olefination trifluoromethylation; enol esters; trifluoromethyl enol; carboxylic acids

Journal Title: Organic letters
Year Published: 2022

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