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Metal-Free Chlorodeboronation of Organotrifluoroborates

Gary A. Molander* and Livia N. Cavalcanti

*Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States, Email: gmolandrsas.upenn.edu

G. A. Molander, L. N. Cavalcanti, J. Org. Chem., 2011, 76, 7195-7203.

DOI: 10.1021/jo201313a (free Supporting Information)


Abstract

A mild and metal-free method for the chlorodeboronation of organotrifluoroborates using trichloroisocyanuric acid (TCICA) converts aryl-, heteroaryl-, alkenyl-, alkynyl-, and alkyltrifluoroborates into the corresponding chlorinated products in good yields. This method tolerates a broad range of functional groups.

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Key Words

aryl chlorides, alkenyl chlorides, alkynyl chlorides, alkyl chlorides, trichloroisocyanuric acid


ID: J42-Y2011-2480