ГАЛОГЕНИРОВАНИЕ N-ЗАМЕЩЕННЫХ пара-ХИНОНМОНОИМИНОВ И ЭФИРОВ пара-ХИНОНМОНООКСИМОВ. XIII . НЕКОТОРЫЕ ОСОБЕННОСТИ БРОМИРОВАНИЯ N-АЦЕТИЛ(АРОИЛ)-1,4-БЕНЗОХИНОНМОНО-ИМИНОВ.

Abstract

In the preceding communications of this series we described in detail halogenation of N-aroyl-1,4-benzo-quinone monoimines and their reduction products [1–5], as well as of 4-acetylaminophenols having no other substituents in the benzene ring [6]. Various halogen-containing derivatives were obtained and specificity of halogenation related to the effect of strong electron-withdrawing substituent on the nitro-gen atom was revealed. In particular, low stability of intermediate cyclohexene structures [1, 2], halogena-tion of methyl groups in the quinoid ring, and forma-tion of 5-aroyloxycyclohex-2-ene-1,4-diones [2, 3] were observed.