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  • 标题:Aryne Generation from o-Triazenylarylboronic Acids Induced by Brønsted Acid
  • 本地全文:下载
  • 作者:Motoki Ito ; Yuka Yamabayashi ; Yuta Takishima
  • 期刊名称:Chemical and Pharmaceutical Bulletin
  • 印刷版ISSN:0009-2363
  • 电子版ISSN:1347-5223
  • 出版年度:2022
  • 卷号:70
  • 期号:8
  • 页码:566-572
  • DOI:10.1248/cpb.c22-00264
  • 语种:English
  • 出版社:The Pharmaceutical Society of Japan
  • 摘要:We report aryne generation from 2-triazenylarylboronic acids using an activator such as Brønsted acids, Lewis acids, and solid acids. With the use of (±)-Camphorsulfonic acid [(±)-CSA], the aryne precursors provided cycloadducts with a range of arynophiles in high yields. Aryne generated under the acidic conditions underwent chemoselective cycloaddition with a furan in the presence of a basic arynophile, namely an amine. Hammett plot analyses revealed that an aryne generation mechanism induced by (±)-CSA is distinct from the mechanism induced by silica gel.
  • 关键词:aryne;triazene;boronic acid;Brønsted acid;Hammett plot
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