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Palladium‐Catalyzed Regioselective Domino Spirocyclization of Carbamoyl Chlorides with Alkynes and Benzynes

Chenchen Wang, Wenyu Zhao, Xianqing Wu, Jingping Qü, Yifeng Chen

2020Advanced Synthesis & Catalysis26 citationsDOI

Abstract

Abstract A palladium‐catalyzed domino spiro‐cyclization of carbamoyl chlorides with alkynes and benzynes, involving intramolecular C−H activation to afford valuable oxindole scaffolds bearing spiro quaternary stereocenters, has been developed. This one‐step synthesis of spirooxindole is both step‐ and atom‐economic, proceeding with high regioselectivity in moderate to excellent yields. magnified image

Topics & Concepts

RegioselectivityChemistryStereocenterOxindolePalladiumAryneIntramolecular forceDominoCatalysisCascade reactionCombinatorial chemistryMedicinal chemistryOrganic chemistryEnantioselective synthesisCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCyclopropane Reaction Mechanisms
Palladium‐Catalyzed Regioselective Domino Spirocyclization of Carbamoyl Chlorides with Alkynes and Benzynes | Litcius