Synthesis of Hindered Anilines: Three-Component Coupling of Arylboronic Acids, tert-Butyl Nitrite, and Alkyl Bromides.

Fisher, David J; Shaum, James B; Mills, C Landon; Read de Alaniz, Javier

Fisher, David J; Shaum, James B; Mills, C Landon; Read de Alaniz, Javier.

Afiliação

Fisher DJ; Department of Chemistry & Biochemistry, University of California , Santa Barbara, California 93106, United States.
Shaum JB; Department of Chemistry & Biochemistry, University of California , Santa Barbara, California 93106, United States.
Mills CL; Department of Chemistry & Biochemistry, University of California , Santa Barbara, California 93106, United States.
Read de Alaniz J; Department of Chemistry & Biochemistry, University of California , Santa Barbara, California 93106, United States.

Org Lett ; 18(19): 5074-5077, 2016 10 07.

Article em En | MEDLINE | ID: mdl-27670608

ABSTRACT

ABSTRACT

The synthesis of sterically hindered amines has been a significant challenge in organic chemistry. Herein, we report a modular, three-component coupling that constructs two carbon-nitrogen bonds including a sterically hindered Csp3-N bond using commercially available materials. This process uses an earth-abundant copper catalyst and mild reaction conditions, allowing access to a variety of complex aromatic amines.

Assuntos

Compostos de Anilina/síntese química; Ácidos Borônicos/química; Hidrocarbonetos Bromados/química; Nitritos/química; Alcanos/química; Alquilação; Compostos de Anilina/química; Catálise; Cobre/química; Estrutura Molecular; Tioidantoínas/síntese química; Tioidantoínas/química

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Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Ácidos Borônicos / Hidrocarbonetos Bromados / Compostos de Anilina / Nitritos Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2016 Tipo de documento: Article País de afiliação: Estados Unidos

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