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Catalytic Enantioselective Synthesis of 2,3′-Bis(indolyl)methanes Bearing All-Carbon Quaternary Stereocenters via 2-Indole Imine Methides

Zhengyu Han, Wenlong Wang, Han Zhuang, Jie Wang, Jie Wang, Cheng Wang, Jianhao Wang, Jianhao Wang, Hai Huang, Jianwei Sun

2023Organic Letters15 citationsDOI

Abstract

An organocatalytic enantioselective formal hydroarylation of 2-vinyl indoles for the preparation of enantioenriched 2,3'-bis(indolyl)methanes bearing an all-carbon quaternary stereocenter is described. This reaction features mild conditions, low catalyst loading, excellent efficiency and enantioselectivity. The obtained products showed promising anticancer activity.

Topics & Concepts

StereocenterEnantioselective synthesisChemistryImineCatalysisIndole testQuaternary carbonOrganocatalysisCarbon fibersOrganic chemistryCombinatorial chemistryMaterials scienceComposite numberComposite materialSynthesis of Indole DerivativesChemical Synthesis and ReactionsAxial and Atropisomeric Chirality Synthesis
Catalytic Enantioselective Synthesis of 2,3′-Bis(indolyl)methanes Bearing All-Carbon Quaternary Stereocenters via 2-Indole Imine Methides | Litcius