Nickel-Catalyzed cascade Cyclization-Negishi coupling of redox active esters for the synthesis of pyrrolidines
Entity
UAM. Departamento de Química OrgánicaPublisher
WileyDate
2022-10-19Citation
European Journal of Organic Chemistry 2022.44 (2022): e202200992ISSN
1434-193X (print); 1099-0690 (online)Funded by
We thank the support by MICIU(CTQ2016-79826-R and PID2019- 109088GB I00) and for a FPI fellowship to J. C. N.Project
Gobierno de España. CTQ2016-79826-REditor's Version
https://doi.org/10.1002/ejoc.202200992Subjects
Cross-coupling; Cyclization; Nickel; Pyrrolidines; Radical reactions; QuímicaRights
© 2022 The Authors
Esta obra está bajo una licencia de Creative Commons Reconocimiento-NoComercial-SinObraDerivada 4.0 Internacional.
Abstract
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
Files in this item
Google Scholar:Nieto Carmona, Juan Carlos
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San Román, Raúl
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Buñuel Magdalena, María Elena
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Cárdenas, Diego, J.
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