Synthesis of 2-Quinolinones via a Hypervalent Iodine(III)-Mediated Intramolecular Decarboxylative Heck-Type Reaction at Room Temperature

被引：35

作者：

Fan, Huaqiang ^{[1
,2
]}

Pang, Peng ^{[1
,2
]}

Zhang, Yongqiang ^{[1
,2
]}

Wang, Wei ^{[1
,2
,3
]}

机构：

[1] East China Univ Sci & Technol, Shanghai Key Lab New Drug Design, State Key Lab Bioengn Reactor, Shanghai 200237, Peoples R China

[2] East China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China

[3] Univ Arizona, Dept Pharmacol & Toxicol, Tucson, AZ 85721 USA

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 24期

基金：

中国国家自然科学基金;

关键词：

TRANSITION-METAL-FREE; ALPHA-KETO ACIDS; CARBOXYLIC-ACIDS; HETEROAROMATIC BASES; PHOTOREDOX; PALLADIUM; DERIVATIVES; OLEFINATION; CYANOAMIDATION; ALKYLATION;

D O I：

10.1021/acs.orglett.8b03503

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A hypervalent iodine(III)-mediated intramolecular decarboxylative Heck-type reaction of 2-vinyl-phenyl oxamic acids has been developed. The unique ring-strain-enabled radical decarboxylation mechanism is preliminarily revealed. This protocol features metal-free reaction conditions and operational simplicity, allowing the lactamization of 2-vinylanilines using a readily accessible carbonyl source and the synthesis of various 2-quinolinones with excellent chemoselectivity at room temperature.

引用

页码：7929 / 7932

页数：4

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