One-pot synthesis of quinoline-fused [1,4]thiazepines via the tandem Ugi/post-Ugi reactions

Abstract

A one-pot strategy has been developed for the synthesis of novel tetrahydro-[1,4]thiazepino[7,6-b]quinoline-5-carboxamide derivatives. These reactions presumably proceed by the combination of a Ugi 4CR and three intramolecular SN2 aliphatic, an alkaline hydrolysis and an intramolecular cyclization SNAr nucleophilic substitution processes in moderate to good yields. Unambiguous assignment of the molecular structures was carried out by single-crystal X-ray diffraction.