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

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 ac...

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Autores principales: Mitake, Akihito, Nagai, Rikako, Sekine, Ayato, Takano, Hideaki, Sugimura, Natsuhiko, Kanyiva, Kyalo Stephen, Shibata, Takanori
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6625486/
https://www.ncbi.nlm.nih.gov/pubmed/31367326
http://dx.doi.org/10.1039/c9sc00960d
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author Mitake, Akihito
Nagai, Rikako
Sekine, Ayato
Takano, Hideaki
Sugimura, Natsuhiko
Kanyiva, Kyalo Stephen
Shibata, Takanori
author_facet Mitake, Akihito
Nagai, Rikako
Sekine, Ayato
Takano, Hideaki
Sugimura, Natsuhiko
Kanyiva, Kyalo Stephen
Shibata, Takanori
author_sort Mitake, Akihito
collection PubMed
description 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.
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spelling pubmed-66254862019-07-31 Consecutive HDDA and TDDA reactions of silicon-tethered tetraynes for the synthesis of dibenzosilole-fused polycyclic compounds and their unique reactivity Mitake, Akihito Nagai, Rikako Sekine, Ayato Takano, Hideaki Sugimura, Natsuhiko Kanyiva, Kyalo Stephen Shibata, Takanori Chem Sci Chemistry 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. Royal Society of Chemistry 2019-05-30 /pmc/articles/PMC6625486/ /pubmed/31367326 http://dx.doi.org/10.1039/c9sc00960d Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Mitake, Akihito
Nagai, Rikako
Sekine, Ayato
Takano, Hideaki
Sugimura, Natsuhiko
Kanyiva, Kyalo Stephen
Shibata, Takanori
Consecutive HDDA and TDDA reactions of silicon-tethered tetraynes for the synthesis of dibenzosilole-fused polycyclic compounds and their unique reactivity
title Consecutive HDDA and TDDA reactions of silicon-tethered tetraynes for the synthesis of dibenzosilole-fused polycyclic compounds and their unique reactivity
title_full Consecutive HDDA and TDDA reactions of silicon-tethered tetraynes for the synthesis of dibenzosilole-fused polycyclic compounds and their unique reactivity
title_fullStr Consecutive HDDA and TDDA reactions of silicon-tethered tetraynes for the synthesis of dibenzosilole-fused polycyclic compounds and their unique reactivity
title_full_unstemmed Consecutive HDDA and TDDA reactions of silicon-tethered tetraynes for the synthesis of dibenzosilole-fused polycyclic compounds and their unique reactivity
title_short Consecutive HDDA and TDDA reactions of silicon-tethered tetraynes for the synthesis of dibenzosilole-fused polycyclic compounds and their unique reactivity
title_sort consecutive hdda and tdda reactions of silicon-tethered tetraynes for the synthesis of dibenzosilole-fused polycyclic compounds and their unique reactivity
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6625486/
https://www.ncbi.nlm.nih.gov/pubmed/31367326
http://dx.doi.org/10.1039/c9sc00960d
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