Rhodium-Catalyzed Dehydrogenative Annulation of N-Arylmethanimines with Vinylene Carbonate for Synthesizing Quinolines

Org Lett. 2021 Nov 5;23(21):8527-8532. doi: 10.1021/acs.orglett.1c03231. Epub 2021 Oct 20.

Abstract

Here we report a novel Rh-catalyzed C-H/C-H alkenylation of N-arylmethanimines with vinylene carbonate acting as a vinylene unit. Forty examples of C3,C4-nonsubstituted quinolines were achieved from commercially available starting materials. This identified process features an exceedingly simple system, a lower loading of catalyst, and the capacity for postfunctionalization with bioactive molecules.

Publication types

  • Research Support, Non-U.S. Gov't