Directed Metalation of Benzenesulfinamides. A Novel Route to Meta-Substituted Aromatic Compounds

Abstract

Directed lithiation ortho to the sulfinamide group of readily available ortho- and para-substituted N-phenylbenzenesulfinamides (5a-d) and reaction with a variety of electrophiles followed by mercuridesulfination (HgCl2) or dehydrodesulfination (Ra/Ni) constitutes a novel route to meta-substituted benzenes. © 1990, American Chemical Society. All rights reserved.