Transition-metal-free radical fluoroalkylation of isocyanides for the synthesis of tri-/di-/monofluoromethylated phenanthridines

被引：54
作者：
Fang, Jing [1 ,2 ]
Shen, Wei-Guo [1 ,2 ]
Ao, Gui-Zhen [1 ,2 ]
Liu, Feng [1 ,2 ,3 ]
机构：
[1] Soochow Univ, Coll Pharmaceut Sci, Jiangsu Key Lab Translat Res & Therapy Neuro Psyc, 199 Ren Ai Rd, Suzhou 215123, Jiangsu, Peoples R China
[2] Soochow Univ, Coll Pharmaceut Sci, Dept Med Chem, 199 Ren Ai Rd, Suzhou 215123, Jiangsu, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 10期
基金：
中国国家自然科学基金;
关键词：
PHOTOREDOX CATALYSIS; TRIFLUOROMETHYLATION; ALKENES; DERIVATIVES; FUNCTIONALIZATION; CYCLIZATION; REAGENT; ESTERS; AMIDES; MONO;
D O I：
10.1039/c7qo00473g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A mild and transition-metal-free protocol is herein presented for the preparation of 6-fluoroalkylphenan-thridines and this reaction can be readily scaled up to the gram level. The easy-handling sodium tri-, di-, and monofluoromethanesulfinates are used as efficient radical fluoroalkylation reagents under ambient conditions. In the presence of the organic photoredox catalyst N-methyl-9-mesityl acridinium, a range of desired products were afforded in satisfactory yields upon visible-light irradiation.
引用
收藏
页码：2049 / 2053
页数：5
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