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

ABSTRACT: The transition-metal-catalyzed diarylation of isocyanides with triarylbismuthines was investigated in detail, and rhodium catalysts such as [RhCl(nbd)]2 were found to selectively afford N-alkyl diaryl ketimines. On the other hand, palladium-catalyzed diarylation proceeded with the incorporation of two molecules of isocyanide, preferentially yielding N,N'-dialkyl or N,N'-diaryl α-diimines. In addition, a cascade synthesis of 2,3-diarylquinoxalines starting from the palladium-catalyzed diarylation of isocyanides with triarylbismuthines was successfully achieved.

SUBMITTER: Kodama S

PROVIDER: S-EPMC8348920 | biostudies-literature | 2021 Jul

REPOSITORIES: biostudies-literature

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

Kodama Shintaro S Yamamoto Yuki Y Kobiki Yohsuke Y Matsubara Hitomi H Tran Cong Chi CC Kawaguchi Shin-Ichi SI Nomoto Akihiro A Ogawa Akiya A

Materials (Basel, Switzerland) 20210730 15

The transition-metal-catalyzed diarylation of isocyanides with triarylbismuthines was investigated in detail, and rhodium catalysts such as [RhCl(nbd)]2 were found to selectively afford N-alkyl diaryl ketimines. On the other hand, palladium-catalyzed diarylation proceeded with the incorporation of two molecules of isocyanide, preferentially yielding N,N'-dialkyl or N,N'-diaryl α-diimines. In addition, a cascade synthesis of 2,3-diarylquinoxali ...[more]

PMID: 34361465

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