Assembly of Benzo[ c][1,2]dithiol-3-ones via Acid-Promoted Denitrogenative Transannulation of Benzotriazinones

Org Lett. 2022 Dec 16;24(49):9012-9016. doi: 10.1021/acs.orglett.2c03638. Epub 2022 Dec 4.

Abstract

An expedient synthesis of benzo[c][1,2]dithiol-3-ones via metal-free denitrogenative transannulation of benzotriazinones is developed, which represents the first example of acid-mediated heteroannulation of benzotriazinones. This newly discovered reactivity of benzotriazinones enables the streamline synthesis of diverse benzo[c][1,2]dithiol-3-ones in decent yields by using sodium sulfide as the sulfur source under simple reaction conditions.

Publication types

  • Research Support, Non-U.S. Gov't

Substances

  • dithiol