Cu-Catalyzed Multicomponent Reaction of Arylhydrazines with β‑Ketoesters and TBN: One-Pot Access to N 2‑Aryl 1,2,3-Triazole-1-Oxides

We report a copper-catalyzed one-pot, multicomponent strategy for the convenient synthesis of N 2-aryl 1,2,3-triazole-1-oxides using arylhydrazines, β-ketoesters, and tert-butyl nitrite. This mild and simple reaction proceeds in an atom-economic manner with broad substrate scope, affording a variety...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-12, Vol.89 (23), p.16990-16998
Main Authors: Mujahid, Mohammad, Vara, Vijay, Arshad, Usman, Gamidi, Rama Krishna, Muthukrishnan, M.
Format: Article
Language:English
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Summary:We report a copper-catalyzed one-pot, multicomponent strategy for the convenient synthesis of N 2-aryl 1,2,3-triazole-1-oxides using arylhydrazines, β-ketoesters, and tert-butyl nitrite. This mild and simple reaction proceeds in an atom-economic manner with broad substrate scope, affording a variety of N 2-aryl 1,2,3-triazole-1-oxide derivatives. Other salient features of the reaction are good functional group tolerance, scalability, and product diversification.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.4c00298