Pd-Catalyzed Regiodivergent Synthesis of Diverse Oxindoles Enabled by the Versatile Heck Reaction of Carbamoyl Chlorides
Xianqing Wu, Zaiquan Tang, Chengxi Zhang, Chenchen Wang, Licheng Wu, Jingping Qü, Yifeng Chen
Abstract
We report herein a miscellaneous oxindole synthesis bearing an all-carbon quaternary center, enabled by Pd-catalyzed intramolecular cyclization followed by multiple intermolecular Heck reactions of both easily accessible alkene-tethered carbamoyl chlorides and olefins. This protocol obviates the use of prefunctionalized olefinic reagents, exhibits excellent functional group tolerance, and features fascinating reactive versatility.
Topics & Concepts
ChemistryOxindoleAlkeneCatalysisIntramolecular forceHeck reactionReagentCombinatorial chemistryIntermolecular forceQuaternary carbonFunctional groupOrganic chemistryPalladiumMoleculeEnantioselective synthesisPolymerCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCyclopropane Reaction Mechanisms