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Cobalt-Catalyzed Dearomatization of Indoles via Transfer Hydrogenation To Afford Polycyclic Indolines

Siwei Chen, Min Cai, Jun-Ru Huang, Hequan Yao, Aijun Lin

2021Organic Letters24 citationsDOI

Abstract

A cobalt-catalyzed dearomatization of indoles via transfer hydrogenation with HBpin and H2O has been developed. This reaction offered a straightforward platform to access hexahydropyrido[1,2-a]indoles in high regio- and chemoselectivity. A preliminary reaction mechanism was proposed on the basis of deuterium-labeling experiments, and a cobalt hydride species was involved in the reaction.

Topics & Concepts

ChemistryChemoselectivityCobaltCatalysisHydrideCombinatorial chemistryTransfer hydrogenationOrganic chemistryHydrogenRutheniumCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions
Cobalt-Catalyzed Dearomatization of Indoles via Transfer Hydrogenation To Afford Polycyclic Indolines | Litcius