Hemin-Catalyzed, Cyclodextrin-Assisted Insertion of Carbenoids into N-H Bonds

被引:23
|
作者
Xu, Xiaofei [1 ]
Li, Chang [2 ]
Tao, Zhihao [1 ]
Pan, Yuanjiang [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China
[2] Zhejiang Univ, Coll Pharmaceut Sci, Hangzhou 310058, Zhejiang, Peoples R China
关键词
cyclodextrins; diazo compounds; green chemistry; hemin; N-H insertion; DIAZO-COMPOUNDS; IRON PORPHYRIN; ESTERS; WATER; DIAZOACETATES; CORROLES; ANILINES; ACIDS;
D O I
10.1002/adsc.201500418
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An aqueous hemin-catalyzed, cyclodextrin-assisted N-H insertion reaction of a-diazo ester into aromatic amines is described here. This aqueous catalytic system showed good compatibility with various arylamines, with yields up to 96%. A size-controlled reaction phenomenon by different cyclodextrins (CDs) was also observed when ethyl diazoacetate (EDA) was used. The reaction mechanism was also preliminarily proposed on the basis of designed control experiments.
引用
收藏
页码:3341 / 3345
页数:5
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