Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 14, Pages 4156-4162Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201302997
Keywords
copper; cyclizations; hydrazones; nitrogen heterocycles; NN coupling
Categories
Funding
- Japan Society for the Promotion of Science (JSPS) [23750195]
- Grants-in-Aid for Scientific Research [25702050, 23750195] Funding Source: KAKEN
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An efficient and simple method for the synthesis of various [1,2,3]triazolo[1,5-a]pyridines has been established. The method involves a copper(II)-catalyzed oxidative NN bond formation that uses atmospheric oxygen as the terminal oxidant following hydrazonation in one pot. The use of ethyl acetate as the solvent dramatically promotes the oxidative NN bond-formation reaction and enables the application of oxidative cyclization in the efficient one-pot reaction. A mechanism for the reaction was proposed on the basis of the results of a spectroscopic study.
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