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

Molecules

Suguru Yoshida²  Yuki Hazama²  Yuto Sumida²  Takahisa Yano²  Takamitsu Hosoya¹  Daesung Lee² 

[1] Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan;

关键词: aryne;    ortho-silylaryl triflate;    cesium carbonate;    crown ether;   

DOI  :  10.3390/molecules200610131

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.