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

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

Melissa J. Bird, Steven M. Wales, Christopher Richardson and Christopher J. T. Hyland
Synlett, Vol.31(9), pp.916-924
2020
url
https://doi.org/10.1055/s-0040-1707995View
Published Version

Abstract

dearomatization Pd catalysis indoles vinyl benzoxazinanones
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-5H-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.

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Chemistry, Organic

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