DDQ-Mediated Three-Component Dioxygenation of Alkenes

被引：27

作者：

Zhang, Tian-Shu ^{[1
]}

Xiong, Yan-Jie ^{[1
]}

Hao, Wen-Juan ^{[1
]}

Zhu, Xiao-Tong ^{[1
]}

Wang, Shu-Liang ^{[1
]}

Li, Guigen ^{[2
]}

Tu, Shu-Jiang ^{[1
]}

Jiang, Bo ^{[1
]}

机构：

[1] Jiangsu Normal Univ, Sch Chem & Chem Engn, Jiangsu Key Lab Green Synthet Chem Funct Mat, Xuzhou 221116, Peoples R China

[2] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 19期

关键词：

ALPHA-OXYGENATED KETONES; METAL-FREE; N-HYDROXYPHTHALIMIDE; MOLECULAR-OXYGEN; CATALYZED DIOXYGENATION; AEROBIC DIOXYGENATION; C(SP(3))-H FUNCTIONALIZATION; UNACTIVATED ALKENES; DIAZO CARBONYLS; STYRENES;

D O I：

10.1021/acs.joc.6b01988

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new DDQ-mediated three-component dioxygenation of alkenes has been established, providing a direct and metal-free access toward densely functionalized 4,5-dichloro-3-hydroxyphthalonitrile derivatives with generally good to excellent yields under mild conditions. During this process, DDQ plays dual roles as both a dehydrogenation reagent and a coupling partner, enabling oxidative coupling to form two C-O functionalities in a highly atom-economy fashion.

引用

页码：9350 / 9355

页数：6

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