Regioselective synthesis of 1,4,5-trisubstituted 1,2,3-triazole derivatives from alpha,beta-unsaturated carbonyls

TitleRegioselective synthesis of 1,4,5-trisubstituted 1,2,3-triazole derivatives from alpha,beta-unsaturated carbonyls
Publication TypeJournal Article
Year of Publication2022
AuthorsVerma, NK, Bera, S, Gonnade, R, Mondal, D
JournalEuropean Journal of Organic Chemistry
Volume2022
Issue28
Paginatione202200317
Date PublishedJUL
Type of ArticleArticle
ISSN1434-193X
Keywordsalpha, antifungal, beta-Unsaturated carbonyls, Cycloaddition, Dibenzalacetone, Triazole
Abstract

The copper-catalyzed oxidative azide-olefin cycloaddition (OAOC) reaction of differently substituted alpha,beta-unsaturated carbonyls with azides provided an efficient method for preparing biologically active 1,4,5-trisubstituted 1,2,3-triazoles. In this study, the cycloaddition reaction was found to be a simple and powerful method for constructing diverse mono- and bis-(1,4,5-trisubstituted 1,2,3-triazole) functionalized heterocyclic compounds in moderate to high yields with great regioselectivity. The XRD-analysis data of one of the bis-triazole derivatives supported the regioselectivity as well as the conformity of the method in the construction of the triazole nucleus. The preliminary antifungal profile against C. albicans was observed with cinnamaldehyde-based triazole derivatives demonstrating promising results.

DOI10.1002/ejoc.202200317
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.261

Divison category: 
Physical and Materials Chemistry
Database: 
Web of Science (WoS)

Add new comment