Convenient syntheses of dihydropyrrolo[2′,1′:3,4]pyrazino- and dihydropyrrolo[2′,1′:3,4][1,4]diazepino-[2,1-a]isoindolones
✍ Scribed by Alan R. Katritzky; Hai-Ying He; Rong Jiang
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 72 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Dihydropyrrolo[2%,1%:3,4]pyrazino[2,1-a]isoindolones 10a-10c were obtained in 76-81% yields by the reaction of 2-(1H-pyrrol-1-yl)ethylamine 8 with 2-formylbenzoic acids 9a, 9b or 2-acetylbenzoic acid 9c via N-acyliminium cation aromatic cyclizations. Similarly, dihydropyrrolo[2%,1%:3,4][1,4]diazepino[2,1-a]isoindolones 12a, 12b were prepared in one-pot reactions from 3-(1H-pyrrol-1-yl)propylamine 11 and 2-formylbenzoic acids 9a, 9b.
📜 SIMILAR VOLUMES
Dihydropyrrolo[3,2-blpyrrole 1 was synthesized starting from 1,4-bis(trimethylsilyl)benzene. Dihydro derivatives of diazapentalenes, which are named as dihydropyrrolo-[3,2-b]-, pyrrolo[2,3-b]-, and pyrrolo[3,4-blpyrrole, 1-2, are classified as novel lOn-aromatic compounds.
Abtra~ The structure of 3,4-dihydropyrrolo[ 1,2-a]pyrazine and its N-protonated form is studied by ab initio calculations. Examples of the re, activity of this poorly studied system are presented in which it is shown that the imino moiety does not react with dienes but does undergo inter-and intramo