A new entry to the preparation of pyrrolo[2,3-b]quinolines by an aza Wittig/electrocyclic ring-closure/nitrene insertion process
✍ Scribed by Pedro Molina; Julián Alcántara; Carmen López-Leonardo
- Book ID
- 104207617
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 350 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
A new method for the preparation of the pyrrolo[2,3-b]quinoline ring system involving the sequential formation of the pyridine ring (electrocyclic ring-closure) and the pyrrole (nitrene insertion reaction) rings. This approach is based on the regioselective formation of the iminophosphorane 2 from the bis(azide) 1, followed by aza Wittig reaction with isocyanates and further thermal treatment.
📜 SIMILAR VOLUMES
Aza Wittlg-type reactIonof~bu(rm~nophosphoranel I wrth one mole of-zsocyanate leads to the zmmophosphoranes 5 whrcti by treatment with a secondmok of-uocyanate affordedpyndo[2,3,Cde/qutnazo~nes 6 Smularly, reaction with ketenes leads to the formanon of benzo[del[l,6]naphthyrrdmes9 Direct converszon