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Issue 19, 2018
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Palladium-catalyzed silaborative carbocyclizations of 1,6-diynes

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Abstract

An addition/cyclization reaction of 1,6-diynes was developed for the synthesis of highly substituted 1,2-dialkylidenecycloalkanes. In this work, 1,6-diynes reacted with (dimethylphenylsilyl)pinacol-borane in the presence of a palladium catalyst to afford 1,2-dialkylidenecycloalkanes bearing silyl and boryl groups with a (Z,Z)-configuration in good to excellent yields. Moreover, the corresponding products could be easily converted into other synthetically useful compounds. This protocol provides an efficient and practical method of heteroelement–element linkage addition to the unsaturated 1,6-diynes.

Graphical abstract: Palladium-catalyzed silaborative carbocyclizations of 1,6-diynes

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Publication details

The article was received on 05 Jan 2018, accepted on 07 Feb 2018 and first published on 07 Feb 2018


Article type: Communication
DOI: 10.1039/C8CC00097B
Citation: Chem. Commun., 2018,54, 2357-2360
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    Palladium-catalyzed silaborative carbocyclizations of 1,6-diynes

    Q. Zhang, Q. Liang, J. Xu, Y. Xu and T. Loh, Chem. Commun., 2018, 54, 2357
    DOI: 10.1039/C8CC00097B

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