Rapid and efficient microwave-assisted amination of electron-rich aryl halides without a transition-metal catalyst

Lei Shi; Min Wang; Chun-An Fan; Fu-Min Zhang; Yong-Qiang Tu

doi:10.1021/ol0353868

Rapid and efficient microwave-assisted amination of electron-rich aryl halides without a transition-metal catalyst

Org Lett. 2003 Sep 18;5(19):3515-7. doi: 10.1021/ol0353868.

Authors

Lei Shi¹, Min Wang, Chun-An Fan, Fu-Min Zhang, Yong-Qiang Tu

Affiliation

¹ Department of Chemistry & State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China.

PMID: 12967313
DOI: 10.1021/ol0353868

Abstract

[reaction: see text] A rapid and direct amination of aryl halides has been developed in good to high yields under microwave irradiation without a transition-metal catalyst. This reaction is a particularly powerful method for the coupling of electron-rich aryl halides with various amines. In some cases, the excellent regioselectivity could be observed, which facilitated the preparation of meta-substituted anilines from ortho- or para-substituted phenylhalides. In addition, a mechanism via the interesting benzyne intermediate has been proposed.