Palladium-catalyzed olefination and arylation of 2-substituted 1,2,3-triazole N-oxides

Wei Liu; Yahui Li; Bo Xu; Chunxiang Kuang

doi:10.1021/ol401002w

Palladium-catalyzed olefination and arylation of 2-substituted 1,2,3-triazole N-oxides

Org Lett. 2013 May 17;15(10):2342-5. doi: 10.1021/ol401002w. Epub 2013 Apr 26.

Authors

Wei Liu¹, Yahui Li, Bo Xu, Chunxiang Kuang

Affiliation

¹ Department of Chemistry, Tongji University , Siping Road 1239, Shanghai 200092, P. R. China, and Key Laboratory of Yangtze River Water Environment , Ministry of Education, Siping Road 1239, Shanghai 200092, P. R. China.

PMID: 23621845
DOI: 10.1021/ol401002w

Abstract

Two highly efficient protocols for the regioselective synthesis of 2-substituted 4-alkenyl- and 4-aryl-1,2,3-triazoles by the palladium-catalyzed C-H functionalization of 1,2,3-triazole N-oxides are reported. A possible pathway of direct alkenylation with 1-octene and vinyl acetate is discussed.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkenes / chemistry*
Alkylation
Catalysis
Cyclic N-Oxides / chemical synthesis*
Cyclic N-Oxides / chemistry
Molecular Structure
Palladium / chemistry*
Stereoisomerism
Triazoles / chemical synthesis*
Triazoles / chemistry

Substances

Alkenes
Cyclic N-Oxides
Triazoles
Palladium