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Double 1,3-dipolar cycloaddition of N-methyl Azomethine ylide to meta-Dinitrobenzene annelated with nitrogen aromatic heterocycles

✍ Scribed by Maxim A. Bastrakov; Alexey M. Starosotnikov; Sergey Yu. Pechenkin; Vadim V. Kachala; Ivan V. Glukhov; Svyatoslav A. Shevelev


Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
229 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

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The 1,3‐dipolar cycloaddition of unstabilized azomethine ylide 1 with meta‐dinitrobenzene fused with nitrogen heterocycles affords the corresponding decahydropyrrolo[3,4‐e]isoindole cycloadducts in good yields. This is a first example of [3+2]‐cycloaddition of azomethine ylides to nitroarenes. J. Heterocyclic Chem., (2010).


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1,3-Dipolar cycloaddition of unstabilize
✍ Alexey M. Starosotnikov; Maxim A. Bastrakov; Sergey Yu. Pechenkin; Margarita A. πŸ“‚ Article πŸ“… 2011 πŸ› Journal of Heterocyclic Chemistry 🌐 English βš– 124 KB

## Abstract The 1,3‐dipolar cycloaddition of unstabilized __N__‐methyl azomethine ylide to mononitro benzazoles was studied. Depending on the nature of substituents and annelated azoles, the reaction affords previously unknown isoindole fused heterocyclic systems. The reactivity of the cycloadducts