CuI-catalyzed cross-coupling of N-tosylhydrazones with terminal alkynes: synthesis of 1,3-disubstituted allenes

Mohammad Lokman Hossain; Fei Ye; Yan Zhang; Jianbo Wang

doi:10.1021/jo3024686

CuI-catalyzed cross-coupling of N-tosylhydrazones with terminal alkynes: synthesis of 1,3-disubstituted allenes

J Org Chem. 2013 Feb 1;78(3):1236-41. doi: 10.1021/jo3024686. Epub 2013 Jan 18.

Authors

Mohammad Lokman Hossain¹, Fei Ye, Yan Zhang, Jianbo Wang

Affiliation

¹ Beijing National Laboratory of Molecular Sciences, College of Chemistry, Peking University, Beijing 100871, China.

PMID: 23301614
DOI: 10.1021/jo3024686

Abstract

A CuI-catalyzed synthesis of 1,3-disubstituted allenes from 1-alkynes by the reaction with various N-tosylhydrazones has been developed. This method, which uses readily available starting materials and is operationally simple, offers 1,3-disubstituted allenes in moderate to good yields. The reaction also tolerates various functional groups.