Distal Alkenyl C-H Functionalization via the Palladium/Norbornene Cooperative Catalysis

被引：67

作者：

Wu, Zhao ^{[1
]}

Fatuzzo, Nina ^{[1
]}

Dong, Guangbin ^{[1
]}

机构：

[1] Univ Chicago, Dept Chem, 5735 S Ellis Ave, Chicago, IL 60637 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2020年 / 142卷 / 06期

关键词：

DIRECTING GROUP; ASYMMETRIC HYDROGENATION; COUPLING REACTION; ARYLATION; ALKYLATION; CARBOXAMIDES; ACTIVATION; EFFICIENT; ACCESS; BONDS;

D O I：

10.1021/jacs.9b11479

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A distal-selective alkenyl C-H arylation method is reported through a directed palladium/norbornene (Pd/NBE) cooperative catalysis. The key is to use an appropriate combination of the directing group and the NBE cocatalyst. A range of acyclic and cyclic cis-olefins are suitable substrates, and the reaction is operated under air with excellent site-selectivity. Preliminary mechanistic studies are consistent with the proposed Pd/NBE-catalyzed C-H activation instead of the Heck pathway. Initial success on distal alkylation has also been achieved using MeI and methyl bromoacetate as electrophiles.

引用

页码：2715 / 2720

页数：6

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