Copper-Catalyzed 8-Amido Chelation-Induced Remote C-H Amination of Quinolines

被引：87

作者：

Sahoo, Harekrishna ^{[1
]}

Reddy, Mallu Kesava ^{[1
]}

Ramakrishna, Isai ^{[1
]}

Baidya, Mahiuddin ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Madras 600036, Tamil Nadu, India

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 05期

关键词：

amination; azo compounds; C-H activation; copper; homogeneous catalysis; BOND ACTIVATION; N-OXIDES; DIRECT ARYLATION; DIRECT ALKYLATION; ALPHA-AMINATION; PALLADIUM; FUNCTIONALIZATION; DERIVATIVES; PYRIDINES; 8-AMINOQUINOLINES;

D O I：

10.1002/chem.201504207

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A copper-catalyzed 8-amide chelation-induced remote C-H amination of quinolines has been developed. This direct amination with readily available azodicarboxylates proceeded with perfect C5-regioselectivity offering amino-substituted 8-aminoquinolines, important bioactive molecular scaffolds, in very high yields (up to 96 %). A single-electron transfer (SET)-mediated mechanism with k(H)/k(D)=1.1 was proposed after trapping of the radical intermediate.

引用

页码：1592 / 1596

页数：5

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