Cobalt-Catalyzed Benzylic Borylation: Enabling Polyborylation and Functionalization of Remote, Unactivated C(sp3)-H Bonds

被引：180

作者：

Palmer, W. Neil ^{[1
]}

Obligacion, Jennifer V. ^{[1
]}

Pappas, Iraklis ^{[1
]}

Chirik, Paul J. ^{[1
]}

机构：

[1] Princeton Univ, Dept Chem, Princeton, NJ 08544 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2016年 / 138卷 / 03期

基金：

美国国家科学基金会;

关键词：

C-H BORYLATION; DIASTEREOSELECTIVE SYNTHESIS; METHYL-GROUP; ARENES; CONSTRUCTION; ACTIVATION; HETEROARENES; COMPLEXES; NICKEL; IRON;

D O I：

10.1021/jacs.5b12249

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cobalt dialkyl and bis(carboxylate) complexes bearing a-diimine ligands have been synthesized and demonstrated as active for the C(sp(3))-H borylation of a range of substituted alkyl arenes using B(2)Pin(2) (Pin = pinacolate) as the boron source. At longer reaction times, rare examples of polyborylation were observed, and in the case of toluene, all three benzylic C-H positions were functionalized. Coupling benzylic C-H activation with alkyl isomerization enabled a base-metal-catalyzed method for the borylation of remote, unactivated C(sp(3))-H bonds.

引用

页码：766 / 769

页数：4

共 68 条

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