Consecutive HDDA and TDDA reactions of silicon-tethered tetraynes for the synthesis of dibenzosilole-fused polycyclic compounds and their unique reactivity

Akihito Mitake, Rikako Nagai, Ayato Sekine, Hideaki Takano, Natsuhiko Sugimura, Kyalo Stephen Kanyiva, Takanori Shibata*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

Silicon-tethered tetraynes possessing a 1,3-diyne moiety underwent consecutive hexadehydro- and tetradehydro-Diels-Alder reactions to give a series of fused polycyclic aromatic compounds containing a dibenzosilole skeleton. The benzene ring in the product acted as a 1,3-diene and reacted with the active alkyne as well as oxygen to provide [4 + 2] cycloadducts.

Original languageEnglish
Pages (from-to)6715-6720
Number of pages6
JournalChemical Science
Volume10
Issue number27
DOIs
Publication statusPublished - 2019

ASJC Scopus subject areas

  • Chemistry(all)

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