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Issue 19, 2003
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Regioselective synthesis of 1,2,3-triazole derivatives via 1,3-dipolar cycloaddition reactions in water

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Abstract

Reaction of an arylacetylene with an azide in hot water gave 1,4-disubstituted 1,2,3-triazoles in high yields, while similar reaction between a terminal aliphatic alkyne and an azide (except m-nitroazidobenzene) afforded a mixture of regioisomers with the ratio of 1,4- to 1,5-isomers ranging from 3 : 1 to 28.6 : 1. Reactions of m-nitroazidobenzene with either arylalkynes or aliphatic alkynes formed only 1,4-disubstituted derivatives in excellent yields.

Graphical abstract: Regioselective synthesis of 1,2,3-triazole derivatives via 1,3-dipolar cycloaddition reactions in water

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Article information


Submitted
20 Jun 2003
Accepted
13 Aug 2003
First published
22 Aug 2003

Chem. Commun., 2003, 2450-2451
Article type
Communication

Regioselective synthesis of 1,2,3-triazole derivatives via 1,3-dipolar cycloaddition reactions in water

Z. Wang and H. Qin, Chem. Commun., 2003, 2450
DOI: 10.1039/B307084K

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