Amidation of unactivated ester derivatives mediated by trifluoroethanol

McPherson, Christopher G. and Caldwell, Nicola and Jamieson, Craig and Simpson, Iain and Watson, Allan J. B. (2017) Amidation of unactivated ester derivatives mediated by trifluoroethanol. Organic and Biomolecular Chemistry. ISSN 1477-0520 (https://doi.org/10.1039/C7OB00593H)

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Abstract

A catalytic amidation protocol mediated by 2,2,2-trifluoroethanol has been developed, facilitating the condensation of unactivated esters and amines, furnishing both secondary and tertiary amides. The complete scope and limitations of the method are described, along with modified conditions for challenging substrates such as acyclic secondary amines and chiral esters with retention of chiral integrity.