Migratory Arylboration of Unactivated Alkenes Enabled by Nickel Catalysis

Wang Wang, Chao Ding, Yangyang Li, Zheqi Li, Yuqiang Li, Long Peng, Guoyin Yin

doi:10.1002/ange.201814572

Migratory Arylboration of Unactivated Alkenes Enabled by Nickel Catalysis

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Wang Wang

The Institute for Advanced Studies Wuhan University Wuhan 430072 P. R. China
Chao Ding

The Institute for Advanced Studies Wuhan University Wuhan 430072 P. R. China
Yangyang Li

The Institute for Advanced Studies Wuhan University Wuhan 430072 P. R. China
Zheqi Li

The Institute for Advanced Studies Wuhan University Wuhan 430072 P. R. China
Yuqiang Li

The Institute for Advanced Studies Wuhan University Wuhan 430072 P. R. China
Long Peng

The Institute for Advanced Studies Wuhan University Wuhan 430072 P. R. China
Guoyin Yin

The Institute for Advanced Studies Wuhan University Wuhan 430072 P. R. China

説明

<jats:title>Abstract</jats:title><jats:p>An unprecedented arylboration of unactivated terminal alkenes, featuring 1,<jats:italic>n</jats:italic>‐regioselectivity, has been achieved by nickel catalysis. The nitrogen‐based ligand plays an essential role in the success of this three‐component reaction. This transformation displays good regioselectivity and excellent functional‐group tolerance. In addition, the incorporation of a boron group into the products provides substantial opportunities for further transformations. Also demonstrated is that the products can be readily transformed into pharmaceutically relevant molecules. Unexpectedly, preliminary mechanistic studies indicate that although the metal migration favors the α‐position of boron, selective and decisive bond formation is favored at the benzylic position.</jats:p>