Copper-Catalyzed Enantioselective C–H Arylation between 2-Arylindoles and Hypervalent Iodine Reagents
Hao Liang, Guoxun Zhu, Xiaoyun Pu, Liqin Qiu
Abstract
The copper-catalyzed enantioselective C-H arylation between 2-arylindoles and hypervalent iodine reagents has been successfully developed, which provides a convenient and economical route to the highly atroposelective synthesis of axially chiral indole derivatives with a 2-aryl structure (up to 99% ee). Density functional theory calculations and wave function analysis show that the key "sandwich" intermediate leads to high enantioselectivity of the reaction.
Topics & Concepts
Hypervalent moleculeChemistryReagentEnantioselective synthesisArylIodineCatalysisIndole testCombinatorial chemistryCopperOrganic chemistryAlkylAxial and Atropisomeric Chirality SynthesisAlkaloids: synthesis and pharmacologyMolecular spectroscopy and chirality