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...
| Authors: | , , , |
|---|---|
| Format: | article |
| Publication Date: | 2022 |
| Country: | España |
| Institution: | Universidad Autónoma de Madrid |
| Repository: | Biblos-e Archivo. Repositorio Institucional de la UAM |
| Language: | English |
| OAI Identifier: | oai:repositorio.uam.es:10486/705406 |
| Online Access: | http://hdl.handle.net/10486/705406 https://dx.doi.org/10.1002/ejoc.202200992 |
| Access Level: | Open access |
| Keyword: | Cross-coupling Cyclization Nickel Pyrrolidines Radical reactions Química |
| Summary: | 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 |
|---|