Organic Chemistry Portal

Abstracts

Search:

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


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.

see article for more examples



Key Words

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


ID: J42-Y2011-2480