Synthesis of Metallocene Analogues of the Phenethylamine and Tetrahydroisoquinoline Scaffolds via Regioselective Ring Opening of 2-Aryl-N-sulfonyl Aziridin
The Lewis (or Bronsted) acid-catalyzed reaction of 2-aryl-N-sulfonyl aziridines with ferrocene and ruthenocene provided new amino-functionalized metallocene derivatives arising from a regioselective ring opening of the aziridine. The functionalized metallocene derivatives available by this methodolo...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2020 |
| País: | España |
| Institución: | Universidad de Salamanca (USAL) |
| Repositorio: | GREDOS. Repositorio Institucional de la Universidad de Salamanca |
| OAI Identifier: | oai:gredos.usal.es:10366/154732 |
| Acceso en línea: | http://hdl.handle.net/10366/154732 |
| Access Level: | acceso abierto |
| Palabra clave: | CyclizationMetallocenesMulticomponent reactionsNitrogen heterocyclesStrained molecules |
| Sumario: | The Lewis (or Bronsted) acid-catalyzed reaction of 2-aryl-N-sulfonyl aziridines with ferrocene and ruthenocene provided new amino-functionalized metallocene derivatives arising from a regioselective ring opening of the aziridine. The functionalized metallocene derivatives available by this methodology are suitable precursors for the stereoselective synthesis of metallocene analogues of the relevant tetrahydroisoquinoline motif by a Pictet-Spengler type reaction. These isoquinoline analogues are also accessible by a TfOH-catalyzed three-component reaction of 2-aryl-N-sulfonyl aziridines, ferrocene (or ruthenocene) and formaldehyde. |
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