Metal-Free Photoredox Catalyzed Cyclization of O-(2,4-Dinitrophenyl)oximes to Phenanthridines

被引:27
|
作者
Liu, Xiubin [1 ,2 ]
Qing, Zhixing [1 ,2 ]
Cheng, Pi [1 ,2 ]
Zheng, Xinyu [1 ]
Zeng, Jianguo [1 ,2 ]
Xie, Hongqi [1 ,2 ]
机构
[1] Hunan Agr Univ, Natl & Prov Union Engn Res Ctr Vet Herbal Med Res, Changsha 410128, Hunan, Peoples R China
[2] Hunan Agr Univ, Hunan Coinnovat Ctr Utilizat Bot Funct Ingredient, Changsha 410128, Hunan, Peoples R China
来源
MOLECULES | 2016年 / 21卷 / 12期
基金
中国国家自然科学基金;
关键词
visible light; photoredox catalysis; eosin Y; O-aryl oximes; phenanthridines; RADICAL TRIFLUOROMETHYLATION; MACLEAYA-CORDATA; ALKALOIDS; IDENTIFICATION; DERIVATIVES; QUINOLINES; GROWTH; FRUITS; NK109;
D O I
10.3390/molecules21121690
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A metal-free visible-light photoredox-catalyzed intermolecular cyclization reaction of O-2,4-dinitrophenyl oximes to phenanthridines was developed. In this study, the organic dye eosin Y and i-Pr2NEt were used as photocatalyst and terminal reductant, respectively. The oxime substrates were transformed into iminyl radical intermediates by single-electron reduction, which then underwent intermolecular homolytic aromatic substitution (HAS) reactions to give phenanthridine derivatives.
引用
收藏
页数:11
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