Copper‐Catalyzed Decarboxylative Cycloaddition of Alkynyl Carboxylic Acids and Sodium Azide with Epoxides and Ethers. Issue 36 (23rd September 2021)

• Record Type: Journal Article
• Authors: Beukeaw, Danupat; Yotphan, Sirilata
• Is Part Of: ChemistrySelect. Volume 6:Issue 36(2021)
• Page Start: 9632
• Page End: 9636
• Publication Date: 2021-09-23
• Subjects: alkynyl carboxylic acids -- copper -- Click chemistry -- epoxide/ether; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.202102494
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: Copper‐catalyzed decarboxylative cycloaddition of alkynyl carboxylic acids and sodium azide with structurally different epoxides and ethers has been reported for the regioselective synthesis of 1, 4‐disubstituted‐1, 2, 3‐triazoles. These one‐pot transformations are likely to proceed through a mechanism that involves an in situ generated organic azide intermediate, a decarboxylative formation of copper‐alkyne component, and a ring closure to form triazole product. The present three‐component protocols offer several advantages including using economic, bench stable and safe azide source, simple and convenient experimental procedures, high product yields, excellent regioselectivity, wide substrate scope and good functional group tolerance, which could promote their potential synthetic applications in many related areas. Abstract : Decarboxylative cycloaddition of alkynyl carboxylic acids and sodium azide with epoxides and ethers, respectively, have been successfully developed using copper‐catalyzed one‐pot three‐component reaction under experimentally simple and convenient conditions.