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Cu-Catalyzed Fluorination of Diaryliodonium Salts with KF

Naoko Ichiishi, Allan J. Canty, Brian F. Yates and Melanie S. Sanford*

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

N. Ichiishi, A. J. Canty, B. F. Yates, M. S. Sanford, Org. Lett., 2013, 15, 5134-5137.

DOI: 10.1021/ol4025716


Abstract

A mild Cu-catalyzed nucleophilic fluorination of unsymmetrical diaryliodonium salts with KF preferentially fluorinates the smaller aromatic ligand on iodine(III). The reaction exhibits a broad substrate scope and proceeds with high chemoselectivity and functional group tolerance.

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Key Words

Fluorination


ID: J54-Y2013