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

Org Lett. 2021 Feb 5;23(3):814-818. doi: 10.1021/acs.orglett.0c04041. Epub 2021 Jan 27.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't