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 signific...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2015-06-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/20/6/10131 |
| _version_ | 1817994593998733312 |
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| author | Suguru Yoshida Yuki Hazama Yuto Sumida Takahisa Yano Takamitsu Hosoya |
| author_facet | Suguru Yoshida Yuki Hazama Yuto Sumida Takahisa Yano Takamitsu Hosoya |
| author_sort | Suguru Yoshida |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-04-14T01:54:20Z |
| format | Article |
| id | doaj.art-3d33106e9e31471cb410c54b358c9922 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-14T01:54:20Z |
| publishDate | 2015-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-3d33106e9e31471cb410c54b358c99222022-12-22T02:19:09ZengMDPI AGMolecules1420-30492015-06-01206101311014010.3390/molecules200610131molecules200610131An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown EtherSuguru Yoshida0Yuki Hazama1Yuto Sumida2Takahisa Yano3Takamitsu Hosoya4Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, JapanLaboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, JapanLaboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, JapanLaboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, JapanLaboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, JapanAn 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.http://www.mdpi.com/1420-3049/20/6/10131aryneortho-silylaryl triflatecesium carbonatecrown ether |
| spellingShingle | Suguru Yoshida Yuki Hazama Yuto Sumida Takahisa Yano Takamitsu Hosoya An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown Ether Molecules aryne ortho-silylaryl triflate cesium carbonate 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 | aryne ortho-silylaryl triflate cesium carbonate crown ether |
| url | http://www.mdpi.com/1420-3049/20/6/10131 |
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