Copper-Catalyzed Radical Aryl Migration Approach for the Preparation of Cyanoalkylsulfonylated Oxindoles/Cyanoalkyl Amides
Ming Li, Cui‐Tian Wang, Qiao-Fei Bao, Yi‐Feng Qiu, Wan‐Xu Wei, Xuesong Li, Yu‐Zhao Wang, Zhe Zhang, Jinlin Wang, Yong‐Min Liang
Abstract
A copper-catalyzed radical cross-coupling of oxime esters and activated alkenes is accomplished for the synthesis of cyanoalkylsulfonylated oxindoles and cyanoalkyl amides via an aryl migration strategy. Specifically, the subsequent mechanism research indicates that the unique desulfonylation and sulfone addition processes were involved in the transformation. This transformation is identified as having good functional group applicability with two different quaternary stereocenter in a regioselective manner, which is controlled by the substituent group of the nitrogen.
Topics & Concepts
ChemistryStereocenterArylCatalysisRegioselectivitySubstituentFunctional groupOximeCopperCombinatorial chemistryPolymer chemistryOrganic chemistryEnantioselective synthesisPolymerAlkylSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods