Catalytic amidation of unactivated ester derivatives mediated by trifluoroethanol

Caldwell, Nicola and Jamieson, Craig and Simpson, Iain and Watson, Allan J B (2015) Catalytic amidation of unactivated ester derivatives mediated by trifluoroethanol. Chemical Communications, 51 (46). pp. 9495-9498. ISSN 1359-7345 (https://doi.org/10.1039/c5cc02895g)

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Abstract

A catalytic amidation method has been developed, employing 2,2,2-trifluoroethanol to facilitate condensation of unactivated esters and amines, enabling the synthesis of a range of amide products in good to excellent yields. Mechanistic studies indicate the reaction proceeds through a trifluoroethanol-derived active ester intermediate.