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A Simple Catalytic Method for the Regioselective Halogenation of Arenes

Dipannita Kalyani, Allison R. Dick, Waseem Q. Anani and Melanie S. Sanford*

*University of Michigan, Department of Chemistry, 930 North University Avenue, Ann Arbor, Michigan 48109-1055, Email: mssanforumich.edu

D. Kalyani, A. R. Dick, W. Q. Anani, M. S. Sanford, Org. Lett., 2006, 8, 2523-2526.

DOI: 10.1021/ol060747f (free Supporting Information)


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Abstract

Mild palladium-catalyzed, regioselective chlorinations, brominations, and iodinations of arene C-H bonds using N-halosuccinimides as oxidants are described. These transformations can provide products that are complementary to those obtained via conventional electrophilic aromatic substitution reactions.

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Key Words

Bromination, Chlorination, Iodination, NCS


ID: J54-Y2006-1730