A novel indole rearrangement
| Autor: | W. G. Lobeck, C.M. Combs, R. P. Ryan, Yao-Hua Wu |
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| Rok vydání: | 1971 |
| Předmět: | |
| Zdroj: | Tetrahedron. 27:2325-2337 |
| ISSN: | 0040-4020 |
| DOI: | 10.1016/s0040-4020(01)90738-0 |
| Popis: | The reaction of 2-(3-indolyl)indoline with 2-pyrrolidinone-POCl3 adducts results in the formation of 2-(3-indolyl)-1-[2-(1-pyrrolinyl)]indoles (3) which rearrange to 2,3,5,6-tetrahydro-5-(3-indolyl)-1H-pyrrolo[2.1—b] [1,3]benzodiazepines (4). The structures have been determined by NMR. MS and chemical evidence. The rearrangement proceeds in a base-catalyzed equilibrium process. Structural prerequisites for the rearrangement are discussed in terms of a proposed mechanism. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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