Copper(0)-induced deselenative insertion of N,N-disubstituted selenoamides into acetylenic C-H bond leading to propargylamines

Takenori Mitamura; Akiya Ogawa

doi:10.1021/ol9001976

Copper(0)-induced deselenative insertion of N,N-disubstituted selenoamides into acetylenic C-H bond leading to propargylamines

Org Lett. 2009 May 21;11(10):2045-8. doi: 10.1021/ol9001976.

Authors

Takenori Mitamura¹, Akiya Ogawa

Affiliation

¹ Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka 599-8531, Japan.

PMID: 19419207
DOI: 10.1021/ol9001976

Abstract

Upon heating at 110 degrees C in the presence of copper(0) powder, terminal acetylenes undergo a novel deselenative C-H bond insertion reaction of N,N-disubstituted selenoamides, affording the corresponding propargylamines in good to excellent yields, selectively.