A Strategy for Improving the Efficiency of Boronic Acid Catalysis in the Synthesis of Amides

Author:

Almetwali Fatima1,Rouden Jacques1,Blanchet Jérôme1ORCID

Affiliation:

1. Normandie Univ, LCMT UMR 6507 ENSICAEN, UNICAEN, CNRS 6 Bd. du Maréchal Juin 14050 Caen France

Abstract

AbstractThis study outlines the development of novel boronic acids as catalysts for the direct synthesis of amides from carboxylic acids and amines. The Lewis acidity of the boronic acids was estimated by means of computational techniques, and the observed increase in catalytic activity was corroborated by kinetic data derived from a model reaction. Our investigations led to the discovery of a set of ortho‐(sulfonyloxy)benzeneboronic acids that compared favorably with the established state‐of‐the‐art. These newly developed catalysts demonstrated efficacy in the coupling of aliphatic, aromatic, and heteroaromatic acids, as well as primary and secondary amines.

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

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