Double 1,3-dipolar cycloaddition of N-methyl Azomethine ylide to meta-Dinitrobenzene annelated with nitrogen aromatic heterocycles
β 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
- DOI
- 10.1002/jhet.423
No coin nor oath required. For personal study only.
β¦ Synopsis
Abstract
magnified image
The 1,3βdipolar cycloaddition of unstabilized azomethine ylide 1 with metaβdinitrobenzene fused with nitrogen heterocycles affords the corresponding decahydropyrrolo[3,4βe]isoindole cycloadducts in good yields. This is a first example of [3+2]βcycloaddition of azomethine ylides to nitroarenes. J. Heterocyclic Chem., (2010).
π SIMILAR VOLUMES
## Abstract The 1,3βdipolar cycloaddition of unstabilized __N__βmethyl 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
## Abstract A general method for the synthesis of the compounds (IV) and (VI) is developed.