4.7 Article

Metal-Free Multicomponent Reaction for Synthesis of 4,5-Disubstituted 1,2,3-(NH)-Triazoles

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 360, Issue 10, Pages 1949-1953

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201701587

Keywords

Triazole; Sulfur Salt; Multicomponent Reaction; Cycloaddition; Organic Catalyst

Funding

  1. National Natural Science Foundation of China [21172019]

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A metal-free domino reaction was developed for efficient synthesis of 4,5-disubstituted 1,2,3-(NH)-triazoles by sequentially coupling sulfur salts with aldehydes and sodium azide. In the presence of L-proline, olefinic sulfur salt intermediates rather than epoxides are formed insitu via the coupling of sulfur salts with aldehydes and cyclize with azide ion. This process features mild conditions, high efficiency, commercially available starting materials, and wide substrate scope.

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