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Alternative Title
Abstract
An enamine-catalyzed strategy has been utilized to fully promote the Huisgen [3+2] cycloaddition with a broad spectrum of carbonyl compounds and azides, thereby permitting the efficient assembly of a vast pool of highly substituted 1,2,3-triazoles. In particular, the employment of commonly used and commercially available carbonyl compounds has resulted in the introduction of a diverse set of functional groups, such as alkyl, aryl, nitrile, ester, and ketone groups, at the 1-, 4-, or 5-positions of the 1,2,3-triazole scaffold. This approach might be manipulated to access more useful and sophisticated heterocyclic compounds. Most significantly, the reaction process exhibits complete regioselectivity, with the formation of only one regioisomer. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Keywords
cycloaddition, enamines, organocatalysis, regiospecificity, triazoles
Source Title
Chemistry - A European Journal
Publisher
Series/Report No.
Collections
Rights
Date
2012-05-07
DOI
10.1002/chem.201103393
Type
Article