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

Chenglong Wang; Xianqing Wu; Haiyan Li; Jingping Qu; Yifeng Chen

doi:10.1002/anie.202210484

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

Angew Chem Int Ed Engl. 2022 Sep 19;61(38):e202210484. doi: 10.1002/anie.202210484. Epub 2022 Aug 16.

Authors

Chenglong Wang¹, Xianqing Wu¹, Haiyan Li¹, Jingping Qu¹, Yifeng Chen¹

Affiliation

¹ Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China.

PMID: 35894840
DOI: 10.1002/anie.202210484

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.

Keywords: Allylic Alcohols; Cross-Coupling; Nickel; Organoalanes; β,γ-Unsaturated Ketones.

Abstract

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