Synthesis of 6-Fluoroalkyl 6H-Benzo[c]chromenes via Visible-Light-Promoted Radical Addition/Cyclization of Biaryl Vinyl Ethers

被引：27
|
作者：
Deng, Qinfei [1 ]
Tan, Liping [1 ]
Xu, Yan [1 ]
Liu, Ping [1 ]
Sun, Peipei [1 ]
机构：
[1] Nanjing Normal Univ, Sch Chem & Mat Sci, Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Jiangsu Prov Key Lab Mat Cycle Proc & Pollut Cont, Nanjing 210023, Jiangsu, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 11期
基金：
中国国家自然科学基金;
关键词：
DIRECT ARYLATION; PHOTOREDOX CATALYSIS; CYCLIZATION REACTION; ORGANIC-SYNTHESIS; ROOM-TEMPERATURE; PALLADIUM; ARENES; FUNCTIONALIZATION; BENZOCHROMENES; CANNABINOIDS;
D O I：
10.1021/acs.joc.8b01149
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel visible-light-promoted cascade cyclization reaction for the synthesis of 6-fluoroalkyl 6H-benzo[c]-chromenes has been successfully realized, which was initiated by intermolecular radical addition to biaryl vinyl ethers using easily available fluoroalkylated reagents BrCF2CO2Et or 2-bromo-2,2-difluoroamides as the sources of fluorinated radicals, followed by the cyclization onto an aromatic ring process. This protocol tolerated a wide range of functional groups and provided the desired products in moderate to good yields.
引用
收藏
页码：6151 / 6161
页数：11
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