Borylation of Olefin C–H Bond via Aryl to Vinyl Palladium 1,4-Migration

Borylation of Olefin C–H Bond via Aryl to Vinyl Palladium 1,4-Migration

The aryl to vinyl palladium 1,4-migration was realized for the first time. The generated alkenyl palladium species was trapped by diboron reagents under Miyaura borylation conditions, providing a new method to synthesize β,β-disubstituted vinylboronates. The excellent regioselectivity and broad subs...

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Bibliographic Details
Published in:Journal of the American Chemical Society Vol. 138; no. 9; pp. 2897 - 2900
Main Authors: Hu, Tian-Jiao, Zhang, Ge, Chen, Ya-Heng, Feng, Chen-Guo, Lin, Guo-Qiang
Format: Journal Article
Language:English
Published: United States American Chemical Society 09-03-2016
Online Access:Get full text
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Summary:The aryl to vinyl palladium 1,4-migration was realized for the first time. The generated alkenyl palladium species was trapped by diboron reagents under Miyaura borylation conditions, providing a new method to synthesize β,β-disubstituted vinylboronates. The excellent regioselectivity and broad substrate scope were observed for this novel transformation.
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ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.5b11990