Transition-Metal-Catalyzed Diarylation of Isocyanides with Triarylbismuthines for the Selective Synthesis of Imine Derivatives

The transition-metal-catalyzed diarylation of isocyanides with triarylbismuthines was investigated in detail, and rhodium catalysts such as [RhCl(nbd)]<sub>2</sub> were found to selectively afford <i>N</i>-alkyl diaryl ketimines. On the other hand, palladium-catalyzed diaryla...

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Bibliographic Details
Main Authors: Shintaro Kodama, Yuki Yamamoto, Yohsuke Kobiki, Hitomi Matsubara, Cong Chi Tran, Shin-ichi Kawaguchi, Akihiro Nomoto, Akiya Ogawa
Format: Article
Language:English
Published: MDPI AG 2021-07-01
Series:Materials
Subjects:
Online Access:https://www.mdpi.com/1996-1944/14/15/4271
Description
Summary:The transition-metal-catalyzed diarylation of isocyanides with triarylbismuthines was investigated in detail, and rhodium catalysts such as [RhCl(nbd)]<sub>2</sub> were found to selectively afford <i>N</i>-alkyl diaryl ketimines. On the other hand, palladium-catalyzed diarylation proceeded with the incorporation of two molecules of isocyanide, preferentially yielding <i>N</i>,<i>N’</i>-dialkyl or <i>N</i>,<i>N’</i>-diaryl <i>α</i>-diimines. In addition, a cascade synthesis of 2,3-diarylquinoxalines starting from the palladium-catalyzed diarylation of isocyanides with triarylbismuthines was successfully achieved.
ISSN:1996-1944