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Intramolecular Oxidative Coupling between Unactivated Aliphatic C–H and Aryl C–H Bonds

Yang Liao, Yi Zhou, Zhen Zhang, Junzhen Fan, Feng Liu, Zhang‐Jie Shi

2021Organic Letters23 citationsDOI

Abstract

Direct oxidative coupling of different inert C-H bonds is the most straightforward and environmentally benign method to construct C-C bonds. In this paper, we developed a Pd-catalyzed intramolecular oxidative coupling between unactivated aliphatic and aryl C-H bonds. This chemistry showed great potential to build up fused cyclic scaffolds from linear substrates through oxidative couplings. Privileged chromane and tetralin scaffolds were constructed from readily available linear starting materials in the absence of any organohalides and organometallic partners.

Topics & Concepts

Intramolecular forceChemistryArylOxidative coupling of methaneTetralinOxidative additionOxidative phosphorylationCombinatorial chemistryCoupling (piping)CatalysisStereochemistryOrganic chemistryAlkylMechanical engineeringBiochemistryEngineeringCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsRadical Photochemical Reactions
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