A practical and effective method for the N-N bond cleavage of N-amino-heterocycles

被引:8
|
作者
Mari, Giacomo [1 ]
Favi, Gianfranco [1 ]
Santeusanio, Stefania [1 ]
Mantellini, Fabio [1 ]
De Crescentini, Lucia [1 ]
机构
[1] Univ Urbino Carlo Bo, Sect Chem & Pharmaceut Technol, Dept Biomol Sci, Via I Maggetti 24, I-61029 Urbino, PU, Italy
关键词
CHLORIDE-CATALYZED REACTION; CONJUGATED AZOALKENES; ORGANIC-SYNTHESIS; METAL-IONS; REGIOSELECTIVE SYNTHESIS; DOMINO REACTIONS; ENE REACTION; 1,2-DIAZA-1,3-BUTADIENES; DERIVATIVES; AMINATION;
D O I
10.1039/c9qo00895k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Here we report a robust and operationally simple base-promoted N-N bond cleavage by means of a Michael type addition/E1cb elimination sequence, assisted by 1,2-diaza-1,3-dienes (DDs) on a series of N-aminoheterocycles, to obtain exclusively the corresponding NH-free hetero-ring derivatives, under very mild conditions. The method developed highlights a new and hitherto unexplored face of DDs and opens up fascinating new opportunities for their application in organic chemistry.
引用
收藏
页码:3408 / 3414
页数:7
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