Selective Iodine-Catalyzed Intermolecular Oxidative Amination of C(sp3)-H Bonds with ortho-Carbonyl-Substituted Anilines to Give Quinazolines

被引：207

作者：

Yan, Yizhe ^{[1
,2
]}

Zhang, Yonghui ^{[1
,2
]}

Feng, Chengtao ^{[1
,2
]}

Zha, Zhenggen ^{[1
,2
]}

Wang, Zhiyong ^{[1
,2
]}

机构：

[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, CAS Key Lab Soft Matter Chem, Hefei 230026, Peoples R China

[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 32期

关键词：

amination; C-H functionalization; iodine; oxidative coupling; quinazolines; C-H BONDS; METAL-FREE CONDITIONS; HYDROGEN BONDS; RUTHENIUM PORPHYRINS; NITROGEN ATOM; AMIDATION; FUNCTIONALIZATION; ADJACENT; HETEROCYCLES; INDOLINES;

D O I：

10.1002/anie.201203880

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Access to quinazolines: The selective amination of C(sp3)-H bonds adjacent to nitrogen or oxygen atoms of N-alkylamides, ethers, or alcohols with ortho-carbonyl-substituted anilines constitutes the first step in a tandem annulation that leads to quinazolines in good to excellent yields (see scheme; NIS=N-Iodosuccinimide, TBHP=tert-butyl hydroperoxide). The selectivity of the amination of primary and secondary C-H bonds is also noteworthy (left: >3:1, right: >99:1). Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：8077 / 8081

页数：5

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