Nickel-Catalyzed Migratory Arylboration of Nonactivated Alkenes

Wang Wang; Chao Ding; Guoyin Yin

doi:10.1055/s-0037-1610719

Synlett, Table of Contents

Synlett 2019; 30(16): 1850-1854
DOI: 10.1055/s-0037-1610719

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Nickel-Catalyzed Migratory Arylboration of Nonactivated Alkenes

Wang Wang ◊

,

Chao Ding ◊

,

Guoyin Yin∗

The Institute for Advanced Studies, Wuhan University, 299 Bayi Road, 430072 Wuhan, P. R. of China Email: yinguoyin@whu.edu.cn

› Author Affiliations

Abstract

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^◊ These authors contributed equally to this paper.

Abstract

An unprecedented nickel-catalyzed 1,n-arylboration (n >2) of terminal nonactivated alkenes has been developed. This reaction is the first example of a regioselective arylboration of terminal nonactivated alkenes and features high selectivity, wide functional-group tolerance, and operational simplicity. Remarkably, preliminary mechanistic studies indicated that an equilibrium of various nickel intermediates exists in this transformation, but bond formation is favored at the benzylic position.

Key words

nickel catalysis - metal migration - arylboration - alkenes - diarylalkanes

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References

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