A [3+2] cycloaddition-1, 2-acyl migration-hydrolysis cascade for regioselective synthesis of 1, 2, 3-triazoles in water. Issue 64 (21st July 2021)

• Record Type: Journal Article
• Authors: Chakraborti, Gargi; Mandal, Tirtha; Roy, Charles Patriot; Dash, Jyotirmayee
• Is Part Of: Chemical communications. Volume 57:Issue 64(2021)
• Page Start: 7970
• Page End: 7973
• Publication Date: 2021-07-21
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d1cc02801d
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A [3+2] cycloaddition, 1, 2-acyl migration and hydrolysis cascade is delineated for the synthesis of 2 H -1, 2, 3-triazoles via the regioselective formation of N 2 -carboxyalkylated triazoles using a prolinamide ligand in water. Abstract : A cascade sequence involving [3+2] cycloaddition, 1, 2-acyl migration and hydrolysis produces 2 H -1, 2, 3-triazoles via the regioselective formation of N 2 -carboxyalkylated triazoles. The reaction proceeds in aqueous media through intriguing reaction kinetics using a CuI–prolinamide catalyst system. Prolinamide promotes the novel organocatalytic 1, 2-acyl migration as well as hydrolysis of the resulting N 2 -carboxyalkylated triazoles.