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Nickel-Catalyzed Reductive Alkylation of Heteroaryl Imines.
Turro, Raymond F; Brandstätter, Marco; Reisman, Sarah E.
Afiliación
  • Turro RF; The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA.
  • Brandstätter M; The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA.
  • Reisman SE; The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA.
Angew Chem Int Ed Engl ; 61(38): e202207597, 2022 09 19.
Article en En | MEDLINE | ID: mdl-35791274
The preparation of heterobenzylic amines by a Ni-catalyzed reductive cross-coupling between heteroaryl imines and C(sp3 ) electrophiles is reported. This umpolung-type alkylation proceeds under mild conditions, avoids the pre-generation of organometallic reagents, and exhibits good functional group tolerance. Mechanistic studies are consistent with the imine substrate acting as a redox-active ligand upon coordination to a low-valent Ni center. The resulting bis(2-imino)heterocycle⋅Ni complexes can engage in alkylation reactions with a variety of C(sp3 ) electrophiles, giving heterobenzylic amine products in good yields.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Iminas / Níquel Idioma: En Revista: Angew Chem Int Ed Engl Año: 2022 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Alemania

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Iminas / Níquel Idioma: En Revista: Angew Chem Int Ed Engl Año: 2022 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Alemania