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
收藏
页码：7929 / 7932
页数：4
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