Radical cyclization of benzene-tethered 1,7-enynes with aryldiazonium tetrafluoroborates: a facile route to benzo[j]phenanthridines

被引:51
作者
An, Yuanyuan [1 ]
Zhang, Jun [1 ]
Xia, Hongguang [2 ]
Wu, Jie [1 ,3 ]
机构
[1] Fudan Univ, Dept Chem, 220 Handan Rd, Shanghai 200433, Peoples R China
[2] Zhejiang Univ, Sch Med, Dept Biochem & Mol Biol, Hangzhou 310058, Zhejiang, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
DIVERSITY-ORIENTED SYNTHESIS; CATALYZED CASCADE CYCLIZATION; CARBONYL ALKYL BROMIDES; VINYL SULFONES; ACTIVATED ALKENES; ORGANIC-SYNTHESIS; SULFINIC ACIDS; FUNCTIONALIZATION; DERIVATIVES; IODINE;
D O I
10.1039/c7qo00193b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A radical cyclization of benzene-tethered 1,7-enynes with aryldiazonium tetrafluoroborates in the presence of copper(II) acetate and DABCO(center dot)(SO2)(2) is developed. This transformation is triggered by arylsulfonyl radicals which are generated in situ from aryldiazonium tetrafluoroborates and DABCO(center dot)(SO2)(2). This procedure is compatible with a wide range of functional groups, providing a facile route for the synthesis of diverse benzo[j]phenanthridines.
引用
收藏
页码:1318 / 1321
页数:4
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