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Carbonylative Cross‐Coupling Reaction of Allylic Alcohols and Organoalanes with 1 atm CO Enabled by Nickel Catalysis

Chenglong Wang, Xianqing Wu, Haiyan Li, Jingping Qü, Yifeng Chen

2022Angewandte Chemie International Edition24 citationsDOI

Abstract

A nickel-catalyzed three-component carbonylative cross-coupling reaction of allylic alcohols and organoalanes with CO at atmospheric pressure is reported, enabling the expedient formation of β,γ-unsaturated ketones with broad scope. Particularly, the chemoselective allylic carbonylation of diols further highlights the practicability of this protocol. The leverage of organoalanes as both the coupling components and the activators for the alcohol functionalization is crucial for this method, thus no extraneous activators are required.

Topics & Concepts

Allylic rearrangementCarbonylationCatalysisNickelChemistryCoupling reactionAlcoholAllylic alcoholCombinatorial chemistrySurface modificationOrganic chemistryCarbon monoxidePhysical chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsCarbon dioxide utilization in catalysis
Carbonylative Cross‐Coupling Reaction of Allylic Alcohols and Organoalanes with 1 atm CO Enabled by Nickel Catalysis | Litcius