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N-Heterocyclic Carbene-Catalyzed Synthesis of α-Trifluoromethyl Esters

Fabien Gelat, Atanu Patra, Xavier Pannecoucke, Akkattu T. Biju, Thomas Poisson* and Tatiana Besset*

*Normandie Univ., INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France, Email:,

F. Gelat, A. Patra, X. Pannecoucke, A. T. Biju, T. Poisson, T. Besset, Org. Lett., 2018, 20, 3897-3901.

DOI: 10.1021/acs.orglett.8b01482 (free Supporting Information)

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A N-heterocyclic carbene (NHC)-catalyzed trifluoromethylation of α-chloro aldehydes provides valuable α-trifluoromethyl ester derivatives in good yields. The unique combination of an electrophilic trifluoromethylation reagent with NHC catalysis was the key for the functionalization of a broad range of substrates. An enantioselective version of this reaction afforded products in moderate yields with good ee values.

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Key Words

trifluoromethylation, organocatalysis, multicomponent reactions

ID: J54-Y2018