Double-Oxidative Dehydrogenative (DOD) [4+2]-Cyclization/Oxidative Aromatization Tandem Reaction of Glycine Derivatives with Ethylbenzenes

被引：42

作者：

Jiang, Wei ^{[1
]}

Wang, Yajun ^{[1
]}

Niu, Pengfei ^{[1
]}

Quan, Zhengjun ^{[1
]}

Su, Yingpeng ^{[1
]}

Huo, Congde ^{[1
]}

机构：

[1] Northwest Normal Univ, Coll Chem & Chem Engn, Key Lab Ecoenvironm Related Polymer Mat, Minist Educ, Lanzhou 730070, Gansu, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 15期

基金：

中国国家自然科学基金;

关键词：

C-H FUNCTIONALIZATION; BOND FUNCTIONALIZATION; COUPLING REACTION; VISIBLE-LIGHT; ESTERS; AMINES; QUINOLINE-2-CARBOXYLATES; TETRAHYDROISOQUINOLINES; CYCLIZATION; INHIBITORS;

D O I：

10.1021/acs.orglett.8b01941

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The double-oxidative dehydrogenative (DOD) cyclization represents one of the most straightforward and atom-economical methods for cyclic structure formation. A Cu(II)/DDQ/O-2 system catalyzed DOD [4 + 2]-annulation/oxidative aromatization tandem reaction of readily available glycine derivatives and alkylbenzenes was established. This approach facilitates rapid access to a broad scope of substituted quinoline-2-carboxylate derivatives, an important motif in drug discovery. The reaction could feasibly be applied to a 10 gram scale synthesis.

引用

页码：4649 / 4653

页数：5

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