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: 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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Veröffentlicht in:Molecules (Basel, Switzerland) Switzerland), 2015-06, Vol.20 (6), p.10131-10140
Hauptverfasser: Yoshida, Suguru, Hazama, Yuki, Sumida, Yuto, Yano, Takahisa, Hosoya, Takamitsu
Format: Artikel
Sprache:eng
Schlagworte:
aryne
Calixarenes - chemistry
Carbonates - chemistry
Cesium - chemistry
cesium carbonate
Communication
crown ether
Crown Ethers - chemistry
Efficiency
Fluorides
Mesylates - blood
Methods
Molecular Structure
ortho-silylaryl triflate
Potassium
Stereoisomerism
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Zusammenfassung: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.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules200610131