Litcius/Paper detail

Rhodium‐Catalyzed Atroposelective Construction of Indoles via C−H Bond Activation

Lincong Sun, Haohua Chen, Bingxian Liu, Junbiao Chang, Lingheng Kong, Fen Wang, Yu Lan, Xingwei Li

2020Angewandte Chemie International Edition142 citationsDOI

Abstract

Reported herein is the rhodium(III)-catalyzed C-H activation of anilines bearing an N-isoquinolyl directing group for oxidative [3+2] annulation with four classes of internal alkynes, leading to atroposelective indole synthesis via dynamic kinetic annulation with C-N reductive elimination constituting the stereo-determining step. This reaction proceeds under mild conditions with high regio- and enantioselectivity and functional group compatibility.

Topics & Concepts

RhodiumAnnulationChemistryIndole testCatalysisOxidative phosphorylationFunctional groupMedicinal chemistryCombinatorial chemistryStereochemistryOrganic chemistryBiochemistryPolymerAxial and Atropisomeric Chirality SynthesisCatalytic C–H Functionalization MethodsAlkaloids: synthesis and pharmacology