Formamide Synthesis through Borinic Acid Catalysed Transamidation under Mild Conditions.

Chemistry

Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN et, Université de Caen Basse-Normandie, CNRS, 6 bd du Maréchal Juin, 14050, Caen, France.

Published: April 2016

A highly efficient and mild transamidation of amides with amines co-catalysed by borinic acid and acetic acid has been reported. A wide range of functionalised formamides was synthesized in excellent yields, including important chiral α-amino acid derivatives, with minor racemisation being observed. Experiments suggested that the reaction rely on a cooperative catalysis involving an enhanced boron-derived Lewis acidity rather than an improved Brønsted acidity of acetic acid.

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http://dx.doi.org/10.1002/chem.201600234DOI Listing

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