Synlett 2019; 30(16): 1850-1854
DOI: 10.1055/s-0037-1610719
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© Georg Thieme Verlag Stuttgart · New York

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
This work was supported by the National Natural Science Foundation of China (No. 21702151, 21871211) and the Fundamental Research Funds for Central Universities.
Further Information

Publication History

Received: 06 May 2019

Accepted after revision: 29 May 2019

Publication Date:
26 June 2019 (online)


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.

 
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