Litcius/Paper detail

Palladium-Catalyzed Carbene Coupling Reactions of Cyclobutanone <i>N</i>-Sulfonylhydrazones

Xiaoqin Ning, Yongke Chen, Fangdong Hu, Ying Xia

2021Organic Letters27 citationsDOI

Abstract

-sulfonylhydrazones with aryl or benzyl halides, suggesting that the metal carbene process and β-hydride elimination can smoothly occur in strained ring systems. Structurally diversified products including cyclobutenes, methylenecyclobutanes, and conjugated dienes are selectively afforded in good to excellent yields. Preliminary success in asymmetric carbene coupling reactions in strained ring systems has been achieved, providing a promising route for the synthesis of enantioenriched four-membered-ring molecules.

Topics & Concepts

CarbeneChemistryCyclobutanonePalladiumRing (chemistry)ArylCatalysisHalideCombinatorial chemistryCoupling reactionMoleculeMedicinal chemistryPhotochemistryOrganic chemistryAlkylCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions