A [3+2] cycloaddition-1,2-acyl migration-hydrolysis cascade for regioselective synthesis of 1,2,3-triazoles in water

Chakraborti, Gargi ; Mandal, Tirtha ; Roy, Charles Patriot ; Dash, Jyotirmayee (2021) A [3+2] cycloaddition-1,2-acyl migration-hydrolysis cascade for regioselective synthesis of 1,2,3-triazoles in water Chemical Communications, 57 (64). pp. 7970-7973. ISSN 1359-7345

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Official URL: http://doi.org/10.1039/D1CC02801D

Related URL: http://dx.doi.org/10.1039/D1CC02801D

Abstract

A cascade sequence involving [3+2] cycloaddition, 1,2-acyl migration and hydrolysis produces 2H-1,2,3-triazoles via the regioselective formation of N2-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 N2-carboxyalkylated triazoles.

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ID Code:126692
Deposited On:17 Oct 2022 05:40
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