2-Aminoarylation of heterocycles via a benzidine-like rearrangement
Abstract
The reactions of 4-chloro-3-nitropyridine (4), 2-chloro-5-nitropyridine (5), and 2,4-dichloropyrimidine (11) with benzyl N-hydroxy-N-phenylcarbamate (6a) resulted in the introduction of the 2-aminophenyl group into the heterocycle. Mechanistic aspects of the reaction and its relationship with the benzidine rearrangement are discussed.