An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown Ether

An alternative method for generating arynes from ortho-silylaryl triflates using cesium carbonate and 18-crown-6 is reported. The method was efficiently applied to a variety of reactions between several arynes and arynophiles. We also demonstrated that the efficiency of aryne generation is significa...

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Detalles Bibliográficos
Autores principales: Yoshida, Suguru, Hazama, Yuki, Sumida, Yuto, Yano, Takahisa, Hosoya, Takamitsu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272406/
https://www.ncbi.nlm.nih.gov/pubmed/26039336
http://dx.doi.org/10.3390/molecules200610131
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author Yoshida, Suguru
Hazama, Yuki
Sumida, Yuto
Yano, Takahisa
Hosoya, Takamitsu
author_facet Yoshida, Suguru
Hazama, Yuki
Sumida, Yuto
Yano, Takahisa
Hosoya, Takamitsu
author_sort Yoshida, Suguru
collection PubMed
description An alternative method for generating arynes from ortho-silylaryl triflates using cesium carbonate and 18-crown-6 is reported. The method was efficiently applied to a variety of reactions between several arynes and arynophiles. We also demonstrated that the efficiency of aryne generation is significantly affected by the alkali metal countercation of the carbonate.
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spelling pubmed-62724062018-12-31 An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown Ether Yoshida, Suguru Hazama, Yuki Sumida, Yuto Yano, Takahisa Hosoya, Takamitsu Molecules Communication An alternative method for generating arynes from ortho-silylaryl triflates using cesium carbonate and 18-crown-6 is reported. The method was efficiently applied to a variety of reactions between several arynes and arynophiles. We also demonstrated that the efficiency of aryne generation is significantly affected by the alkali metal countercation of the carbonate. MDPI 2015-06-01 /pmc/articles/PMC6272406/ /pubmed/26039336 http://dx.doi.org/10.3390/molecules200610131 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Yoshida, Suguru
Hazama, Yuki
Sumida, Yuto
Yano, Takahisa
Hosoya, Takamitsu
An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown Ether
title An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown Ether
title_full An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown Ether
title_fullStr An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown Ether
title_full_unstemmed An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown Ether
title_short An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown Ether
title_sort alternative method for generating arynes from ortho-silylaryl triflates: activation by cesium carbonate in the presence of a crown ether
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272406/
https://www.ncbi.nlm.nih.gov/pubmed/26039336
http://dx.doi.org/10.3390/molecules200610131
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