Nickel-Catalyzed cascade Cyclization-Negishi coupling of redox active esters for the synthesis of pyrrolidines
We have developed a Ni-catalyzed cascade cyclization/Negishicoupling reaction for the formation of pyrrolidines and pyrrolidinones starting from N-protected allylamines and acrylamides which contain a redox active ester group. The reaction provides two C C bonds in a single operation and takes place...
| Autores: | , , , |
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| Formato: | artículo |
| Fecha de publicación: | 2022 |
| País: | España |
| Recursos: | Universidad Autónoma de Madrid |
| Repositorio: | Biblos-e Archivo. Repositorio Institucional de la UAM |
| Idioma: | inglés |
| OAI Identifier: | oai:repositorio.uam.es:10486/705406 |
| Acesso em linha: | http://hdl.handle.net/10486/705406 https://dx.doi.org/10.1002/ejoc.202200992 |
| Access Level: | acceso abierto |
| Palavra-chave: | Cross-coupling Cyclization Nickel Pyrrolidines Radical reactions Química |
| Resumo: | We have developed a Ni-catalyzed cascade cyclization/Negishicoupling reaction for the formation of pyrrolidines and pyrrolidinones starting from N-protected allylamines and acrylamides which contain a redox active ester group. The reaction provides two C C bonds in a single operation and takes place with both alkylzinc and arylzinc bromides as nucleophiles. Activation of RAE by low valent Ni complexes involving a radical pathway followed by a fast cyclization of intermediate carbon radicals is propose |
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