General Approach to Amides through Decarboxylative Radical Cross-Coupling of Carboxylic Acids and Isocyanides.

Autor: Yan Q; School of Chemistry and Materials Science, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu 221116, China., Yuan QJ; School of Chemistry and Materials Science, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu 221116, China., Shatskiy A; Department of Chemistry, KTH Royal Institute of Technology, SE-100 44 Stockholm, Sweden., Alvey GR; Department of Chemistry, KTH Royal Institute of Technology, SE-100 44 Stockholm, Sweden., Stepanova EV; Department of Chemistry, KTH Royal Institute of Technology, SE-100 44 Stockholm, Sweden.; Research School of Chemistry & Applied Biomedical Sciences, Tomsk Polytechnic University, Lenin Avenue 30, 634050 Tomsk, Russia., Liu JQ; School of Chemistry and Materials Science, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu 221116, China., Kärkäs MD; Department of Chemistry, KTH Royal Institute of Technology, SE-100 44 Stockholm, Sweden., Wang XS; School of Chemistry and Materials Science, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu 221116, China.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2024 Apr 26; Vol. 26 (16), pp. 3380-3385. Date of Electronic Publication: 2024 Apr 12.
DOI: 10.1021/acs.orglett.4c00872
Abstrakt: 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.
Databáze: MEDLINE