Copper-catalyzed 1,3-aminoazidation of arylcyclopropanes: a facile access to 1,3-diamine derivatives

被引:36
作者
Wang, Lihong [1 ]
Wang, Xiaomin [1 ]
Zhang, Ge [1 ]
Yang, Shengbiao [1 ]
Li, Yan [1 ]
Zhang, Qian [1 ,2 ]
机构
[1] Northeast Normal Univ, Dept Chem, Jilin Prov Key Lab Organ Funct Mol Design & Synth, Changchun 130024, Jilin, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
DONOR-ACCEPTOR CYCLOPROPANES; STEREOSELECTIVE-SYNTHESIS; SYNTHETIC METHODS; AMMONIUM-NITRATE; CU-II; IMINES; ACTIVATION; AMINATION; RING; AMINOMETHYLAMINATION;
D O I
10.1039/c9qo00638a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Copper-catalyzed 1,3-aminoazidation of arylcyclopropanes with N-fluorobenzenesulfonimide (NFSI) and trimethylsilyl azide (TMSN3) has been established, facilely and efficiently affording a wide range of 1,3-diamine derivatives in moderate to good yields under mild conditions. It represents the first example of 1,3-diamination of cyclopropanes by simultaneously introducing two different nitrogen sources, which might provide a new route to ring-opening 1,3-bisfunctionalization of cyclopropanes.
引用
收藏
页码:2934 / 2938
页数:5
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