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: thomas.poisson
insa-rouen.fr,
tatiana.bessetinsa-rouen.fr
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
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Abstract
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
