Ni(ii)-Catalyzed intermolecular selective Heck-type arylation of unactivated alkenes with arylboronic acids

Literature Information

Publication Date 2021-12-01
DOI 10.1039/D1QO01579F
Impact Factor 5.281
Authors

Cong Lin, Sai Chen, Yihua Wang, Fei Gao, Liang Shen


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Abstract

The Ni(II)-catalyzed intermolecular arylation of unactivated alkenes with arylboronic acids has been disclosed for the first time. This alkene arylation exhibits excellent E/Z selectivity and regioselectivity (γ-selectivity) to provide the corresponding γ-aryl substituted β,γ-unsaturated carboxylic acid derivatives with E-selectivity. A Heck-type mechanism is proposed, wherein the 8-aminoquinoline auxiliary group takes the crucial role of the alkenes in the insertion/β-H elimination steps.

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Source Journal

Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
Articles per Year: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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