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, and Yong-Qiang Tu*
Department of Chemistry & State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China
Org. Lett., 2003, 5 (19), pp 3515–3517
DOI: 10.1021/ol0353868
Publication Date (Web): August 20, 2003
Copyright © 2003 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, tuyq@lzu.edu.cn

Abstract

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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.

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History

  • Published In Issue September 18, 2003
  • Received July 24, 2003

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