ChemInform Abstract: 1,7‐Electrocyclization Reactions of 2‐Aza‐4,5‐benzoheptatrienyl‐ and 4‐Aza‐6,7‐benzononatetraenyllithium Compounds: Synthesis of Novel 2‐Benzazepines and (Benzocyclooctenyl)amines.

Abstract

Multi-membered N-heterocycles R 0690 1,7-Electrocyclization Reactions of 2-Aza-4,5-benzoheptatrienyl-and 4-Aza-6,7-benzononatetraenyllithium Compounds: Synthesis of Novel 2-Benzazepines and (Benzocyclooctenyl)amines. -Various 2-benzazepines are obtained in moderate to good yield starting from benzylic aldimines (I). N-Allylimines (VIII) give access to either seven-membered heterocycles or through a second deprotonation and an additional 2,3-aza-Wittig rearrangement, eight-membered carbocycles depending on the temperature of the electrophilic reaction. -(SAJITZ, M.; FROEHLICH, R.; WUERTHWEIN*, E.-U.; Eur.