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Aerobic CuBr<sub>2</sub>-Catalyzed Oxidative Coupling Reaction of Amidines with Exocyclic α,β-Unsaturated Cycloketones for the Synthesis of Spiroimidazolines

Feihong Huang, Mingjun Li, Zeng‐Yang He, Qi-Yue Zhu, Zeming Huang, Qinghai Li, Hui Xu, Ze Zhang

2023The Journal of Organic Chemistry11 citationsDOI

Abstract

A CuBr 2 -catalyzed cascade reaction of amidines with exocyclic α,β-unsaturated cycloketones was developed, affording a large variety of spiroimidazolines in moderate to excellent yields. The reaction process involved the Michael addition and copper(II)-catalyzed aerobic oxidative coupling, in which O 2 from air acted as the oxidant and H 2 O was the sole byproduct.

Topics & Concepts

ChemistryCatalysisOxidative coupling of methaneOxidative phosphorylationCopperReaction conditionsOrganic chemistryCoupling reactionMedicinal chemistryBiochemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsOxidative Organic Chemistry Reactions
Aerobic CuBr<sub>2</sub>-Catalyzed Oxidative Coupling Reaction of Amidines with Exocyclic α,β-Unsaturated Cycloketones for the Synthesis of Spiroimidazolines | Litcius