Palladium-catalyzed interannular meta-C-H arylation

被引：32

作者：

Ling, Peng-Xiang ^{[1
]}

Chen, Kai ^{[2
]}

Shi, Bing-Feng ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China

[2] CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA

来源：

CHEMICAL COMMUNICATIONS | 2017年 / 53卷 / 13期

关键词：

TRACELESS DIRECTING GROUPS; ALPHA-AMINO-ACIDS; N BOND FORMATION; AROMATIC FUNCTIONALIZATION; CARBOXYLIC-ACIDS; LIGAND; OLEFINATION; ACTIVATION; ARENES; BORYLATION;

D O I：

10.1039/c7cc00110j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The interannular meta-selective C-H arylation of biaryl-2-trifluoroacetamides using Pd(II)/norbornene catalysis is reported. The installation of a trifluoroacetyl protecting group to tune their electronic properties and binding ability is essential for interannular selectivity. A dimeric palladacycle, comprising two cyclopalladated trifluoroacetamino biaryl units linked through trifluoroacetamide, was isolated and confirmed to be the key intermediate. Furthermore, the resulting products could be further elaborated via ipso-alkynylation and/or directed intraannular ortho-C-H functionalization, allowing access to various fully functionalized biaryl-2-amine derivatives.

引用

页码：2166 / 2169

页数：4

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