Synthesis of Pyrido2,3-aphenoxazines and Pyrido2,3-aphenothiazines via Successive SNAr Processes

摘要

An efficient method was developed for the synthesis of novel pyrido2,3-aphenoxazines and phenothiazines. The base-promoted reaction of 8-chloro-5,7-dinitroquinoline with binucleophiles (o-aminophenols and o-aminothiophenols) results in substitution of the chlorine atom followed by replacement of the nitro group. In case of aminothiophenols the products of insitu Smiles rearrangement were isolated.