Highly Chemo-, Site-, and Enantioseletive <i>para</i> C–H Aminoalkylation of <i>N</i>-Monosubstituted Aniline Derivatives Affording 3-Amino-2-oxindoles
Chang Liu, Fu-Xin Tan, Jia Zhou, He‐Yuan Bai, Tong‐Mei Ding, Guo-Dong Zhu, Shu‐Yu Zhang
Abstract
In general, enantioselective C–H functionalization of N-monosubstituted anilines is a highly challenging task owing to the competitive chemoselective N–H bond insertion reactions. In this paper, we reported a direct highly chemo-, site-, and enantioselective para C–H aminoalkylation of N-monosubstituted aniline derivatives with isatin-derived ketimines in the presence of chiral phosphoric acids (CPAs) and offered a practical strategy for para asymmetric C–H functionalization of anilines containing N–H bonds.
Topics & Concepts
ChemistryAnilineEnantioselective synthesisSurface modificationIsatinCombinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryCatalysisPhysical chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis