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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.
Affiliation
  • 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 in En | MEDLINE | ID: mdl-27670608
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.
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Collection: 01-internacional Database: MEDLINE Main subject: Boronic Acids / Hydrocarbons, Brominated / Aniline Compounds / Nitrites Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2016 Document type: Article Affiliation country: United States
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Collection: 01-internacional Database: MEDLINE Main subject: Boronic Acids / Hydrocarbons, Brominated / Aniline Compounds / Nitrites Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2016 Document type: Article Affiliation country: United States