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Palladium-catalyzed intramolecular carboborylation of 1,3-diene and synthesis of ABCD ring of communesins

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Abstract

A palladium-catalyzed intramolecular carboborylation of 1,3-diene has been developed for the synthesis of iminoindolines with a quaternary carbon centre. This method was applied to a substrate bearing several functional groups to afford a complex iminoindoline, which was subsequently converted into an ABCD ring model compound of communesins via an intramolecular Friedel–Crafts-type reaction.

Graphical abstract: Palladium-catalyzed intramolecular carboborylation of 1,3-diene and synthesis of ABCD ring of communesins

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Publication details

The article was received on 09 Sep 2018, accepted on 03 Oct 2018 and first published on 04 Oct 2018


Article type: Communication
DOI: 10.1039/C8OB02224K
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Palladium-catalyzed intramolecular carboborylation of 1,3-diene and synthesis of ABCD ring of communesins

    C. Tsukano, M. Nakajima, S. M. Hande and Y. Takemoto, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB02224K

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