Direct N-Me Aziridination of Enones

被引:9
|
作者
Jat, Jawahar L. [1 ]
Yadav, Ajay K. [1 ]
Pandey, Chandra Bhan [2 ]
Chandra, Dinesh [1 ]
Tiwari, Bhoopendra [2 ]
机构
[1] Babasaheb Bhimrao Ambedkar Univ, Dept Chem, Lucknow 226025, Uttar Pradesh, India
[2] Ctr Biomed Res, Dept Biol & Synthet Chem, Lucknow 226014, Uttar Pradesh, India
关键词
STEREOSELECTIVE-SYNTHESIS; STEREOSPECIFIC SYNTHESIS; CHALCONES; OLEFINS;
D O I
10.1021/acs.joc.1c02785
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first direct general method for N-Me aziridination of electron-deficient olefins, enones, is described using N-methyl-O-tosylhydroxylamine as the aminating agent in the presence of a Cu(OTf)(2) catalyst. The aziridination of vinyl ketones, hitherto unknown for N-Me as well as N-H, has been achieved efficiently. The open-flask reaction is stereospecific, operationally simple, and additive-free. It also efficiently affords N-H aziridinated products under a similar reaction condition.
引用
收藏
页码:3751 / 3757
页数:7
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