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Synfacts 2006(8): 0833-0833
DOI: 10.1055/s-2006-941999
DOI: 10.1055/s-2006-941999
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Pd-Catalyzed Regioselective Halogenation of Arenes
D. Kalyani, A. R. Dick, W. Q. Anani, M. S. Sanford*
University of Michigan, Ann Arbor, USA
Further Information
Publication History
Publication Date:
21 July 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200608/lookinside/thumbnails/10.1055-s-2006-941999-1.jpg)
Significance
This work describes a novel catalytic method for the regioselective halogenation of a variety of substituted arenes, bearing an ortho-directing group. Chlorination, bromination and iodination of arenes is possible, using 5 mol% of Pd(OAc)2 as a catalyst and readily available N-halosuccinimides as halogenating agents. A large number of directing groups are suitable for the reaction. This method is often complementary to the usual electrophilic halogenation, and allows a straightforward preparation of various aryl halides, which are otherwise difficult to achieve.