Dearomative (3+2) cycloaddition of 2-substituted 3,5-dinitropyridines and N-methyl azomethine ylide

被引:10
|
作者
Bastrakov, Maxim A. [1 ]
Fedorenko, Alexey K. [1 ]
Starosotnikov, Alexey M. [1 ]
Kachala, Vadim V. [1 ]
Shevelev, Svyatoslav A. [1 ]
机构
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Ave, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
azomethine ylide; pyridine; pyrrolidine; dearomatization; 1; 3-dipolar cycloaddition; 1,3-DIPOLAR CYCLOADDITION; STRATEGIES;
D O I
10.1007/s10593-019-02421-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,3-Dipolar cycloaddition of various 2-substituted 3,5-dinitropyridines and unstabilized N-methyl azomethine ylide has been studied. It was found that, depending on the nature of the substituent, the reaction results in addition of one or two equivalents of 1,3-dipole to the pyridine ring. Eventually, a convenient method for the synthesis of differently substituted heterocyclic systems containing one or two pyrrolidine fragments fused with a pyridine ring has been demonstrated.
引用
收藏
页码:72 / 77
页数:6
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