Palladium-catalyzed silaborative carbocyclizations of 1,6-diynes

Palladium-catalyzed silaborative carbocyclizations of 1,6-diynes

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 an...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2018-03, Vol.54 (19), p.2357-236
Hauptverfasser: Zhang, Qian, Liang, Qiu-Ju, Xu, Jian-Lin, Xu, Yun-He, Loh, Teck-Peng
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Chemical synthesis
Palladium
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container_issue 19
container_start_page 2357
container_title Chemical communications (Cambridge, England)
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creator Zhang, Qian
Liang, Qiu-Ju
Xu, Jian-Lin
Xu, Yun-He
Loh, Teck-Peng
description 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. An addition/cyclization reaction of 1,6-diynes was developed for the synthesis of highly substituted 1,2-dialkylidenecycloalkanes.
doi_str_mv 10.1039/c8cc00097b
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subjects Chemical synthesis
Palladium
title Palladium-catalyzed silaborative carbocyclizations of 1,6-diynes
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