Construction of a Benzo[b]azepine Skeleton through Decarboxylative Ylide [6+1] Annulations with Modified Vinyl Benzoxazinanones

A Lewis acid-promoted [6+1] annulation between sulfur ylides and modified vinyl benzoxazinanones was described. In this reaction, the newly designed vinyl benzoxazinanones could serve as a novel six-atom synthon, and the key to success is the installation of an electron-withdrawing group on the alkene moiety of the benzoxazinanones. A broad range of substrates are compatible with this mild reaction system, thereby providing a facile and practical approach for constructing a benzo[b]azepine skeleton.

Automated summary

A Lewis acid-promoted [6+1] annulation reaction between sulfur ylides and modified vinyl benzoxazinanones was successfully achieved, providing a facile and practical approach for constructing a benzo[b]azepine skeleton. The key to success in this reaction lies in the installation of an electron-withdrawing group on the alkene moiety of the benzoxazinanones, expanding the scope of compatible substrates in the mild reaction system.