Direct amination of azoles via catalytic C-H, N-H coupling

Daiki Monguchi; Taiki Fujiwara; Hirotoshi Furukawa; Atsunori Mori

doi:10.1021/ol900298e

Direct amination of azoles via catalytic C-H, N-H coupling

Org Lett. 2009 Apr 2;11(7):1607-10. doi: 10.1021/ol900298e.

Authors

Daiki Monguchi¹, Taiki Fujiwara, Hirotoshi Furukawa, Atsunori Mori

Affiliation

¹ Department of Chemical Science and Engineering, Kobe University, 1-1 Rokkodai, Nada, Kobe 657-8501, Japan.

PMID: 19254040
DOI: 10.1021/ol900298e

Abstract

C-H, N-H Coupling of azoles takes place with several amines in the presence of a copper catalyst to undergo amination at the 2-position. The reaction of benzothiazole with N-methylaniline in the presence of sodium acetate and 20 mol % Cu(OAc)(2) in xylene under an oxygen atmosphere afforded the aminated product in 81% yield.