Photocatalyst-Free Visible-Light Photoredox Dearomatization of Phenol Derivatives Containing Ketoximes: An Easy Access to Spiropyrrolines

被引:45
|
作者
Han, Yongzhen [1 ]
Jin, Yunhe [1 ]
Jiang, Min [1 ]
Yang, Haijun [1 ]
Fu, Hua [1 ]
机构
[1] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
基金
中国国家自然科学基金;
关键词
CATALYSIS; SPIRO; SPIROLACTONIZATION; FUNCTIONALIZATION; GENERATION; STRATEGIES; ARYLATION; SALTS; ACIDS;
D O I
10.1021/acs.orglett.9b00372
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and simple visible-light photoredox intramolecular dearomatization of phenol derivatives containing ketoximes leading to spiropyrrolines has been developed. The protocol uses readily available 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as the, base and electron-donor, visible light as the light source, and the reaction was performed well at room temperature without need of a photocatalyst. Therefore, the present method should provide a useful strategy for synthesis of spiropyrrolines.
引用
收藏
页码:1799 / 1803
页数:5
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