General Approach to Amides through Decarboxylative Radical Cross-Coupling of Carboxylic Acids and Isocyanides
Qing Yan, Qing-Jia Yuan, Andrey Shatskiy, Gregory R. Alvey, Elena V. Stepanova, Jian‐Quan Liu, Markus D. Kärkäs, Xiang‐Shan Wang
Abstract
Herein, we report a silver-catalyzed protocol for decarboxylative cross-coupling between carboxylic acids and isocyanides, leading to linear amide products through a free-radical mechanism. The disclosed approach provides a general entry to a variety of decorated amides, accommodating a diverse array of radical precursors, including aryl, heteroaryl, alkynyl, alkenyl, and alkyl carboxylic acids. Notably, the protocol proved to be efficient for decarboxylative late-stage functionalization of several elaborate pharmaceuticals, demonstrating its potential applications.
Topics & Concepts
ChemistryAmideArylDecarboxylationAlkylCombinatorial chemistryCarboxylic acidOrganic chemistryCatalysisSurface modificationPhysical chemistryChemical Synthesis and AnalysisCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques