An Axially Chiral Styrene–Phosphine Ligand for Pd-Catalyzed Asymmetric <i>N</i>-Alkylation of Indoles
Zhen‐Bang Chen, Ru-Xin Liu, Zi-Hao Li, Tong‐Mei Ding, He‐Yuan Bai, Zengming Shen, Shu‐Yu Zhang
Abstract
An efficient palladium-catalyzed enantioselective direct N -alkylation of indoles using a novel type of axially chiral styrene-phosphine ligand SJTU-PHOS-1 was developed. This reaction demonstrated good functional group compatibility and a wide range scope of substrates in mild conditions. Moreover, the DFT calculations expounded the coordination mode of the metal catalyst and the axially chiral styrene-phosphine ligand in the enantioselectivity control.
Topics & Concepts
PhosphineStyreneAlkylationEnantioselective synthesisCatalysisChemistryLigand (biochemistry)Chiral ligandPalladiumKinetic resolutionAsymmetric inductionCombinatorial chemistryOrganic chemistryCopolymerPolymerReceptorBiochemistryAxial and Atropisomeric Chirality SynthesisAlkaloids: synthesis and pharmacologyMolecular spectroscopy and chirality