Nickel‐Catalyzed Cascade Cyclization‐Negishi Coupling of Redox Active Esters for the Synthesis of Pyrrolidines

Abstract: We have developed a Ni‐catalyzed cascade cyclization/Negishi‐coupling 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 proposed.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Nickel‐Catalyzed Cascade Cyclization‐Negishi Coupling of Redox Active Esters for the Synthesis of Pyrrolidines ; volume:2022 ; number:44 ; year:2022 ; extent:5
European journal of organic chemistry ; 2022, Heft 44 (2022) (gesamt 5)

Creator
Nieto‐Carmona, Juan Carlos
San Román, Raúl
Buñuel, Elena
Cárdenas, Diego J.

DOI
10.1002/ejoc.202200992
URN
urn:nbn:de:101:1-2022112214070025277924
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:24 AM CEST

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Associated

  • Nieto‐Carmona, Juan Carlos
  • San Román, Raúl
  • Buñuel, Elena
  • Cárdenas, Diego J.

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