Palladium-Catalyzed Decarboxylative Formal (4 + 2) Cycloaddition of Vinyl Benzoxazinanones with 3-Nitroindoles

Authors

Melissa Bird, University of WollongongFollow
Steven M. Wales, University Of WollongongFollow
Christopher Richardson, University of WollongongFollow
Christopher J. T Hyland, University of WollongongFollow

RIS ID

143410

Publication Details

Bird, M., Wales, S., Richardson, C. & Hyland, C. (2020). Palladium-Catalyzed Decarboxylative Formal (4 + 2) Cycloaddition of Vinyl Benzoxazinanones with 3-Nitroindoles. Synlett, 31 (9), 916-924.

Abstract

© 2020. Thieme. All rights reserved. A diastereoselective palladium-catalyzed dearomative formal (4 + 2) cycloaddition between vinyl benzoxazinanones and 3-nitroindoles has been developed. This reaction provides a concise route to tetrahydro-5 H-indolo[2,3-b ]quinolines in excellent yield (up to 94%) and diastereoselectivity (up to >98:2), with versatile functional handles including vinyl, nitro, and free NH groups.