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  • 标题:Synthesis of Propargylic Ethers by Gold-Mediated Reaction of Terminal Alkynes with Acetals
  • 本地全文:下载
  • 作者:Miyu Furuta ; Kyoko Sugiyama ; Minami Yamaguchi
  • 期刊名称:Chemical and Pharmaceutical Bulletin
  • 印刷版ISSN:0009-2363
  • 电子版ISSN:1347-5223
  • 出版年度:2019
  • 卷号:67
  • 期号:8
  • 页码:872-876
  • DOI:10.1248/cpb.c19-00322
  • 出版社:The Pharmaceutical Society of Japan
  • 摘要:A gold-catalyzed introduction of various terminal alkynes to acetals was investigated. Extensive optimization of the reaction conditions revealed that thermally stable cationic gold catalysts bearing bulky ligands such as 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene 3-1 H -benzo[ d ][1,2,3]triazolyl gold trifluoromethanesulfonate (IPrAu(BTZ-H)OTf) were particularly suitable for the reaction. Additionally, significant solvent effects were observed. Ether solvents such as tetrahydrofuran (THF), cyclo pentyl methyl ether (CPME), and 1,4-dioxane were effective for the reaction. Studies on the scope of substrates and alkynes indicated that various alkynes and acetals were feasible to provide a wide range of propargylic ethers.
  • 关键词:gold catalysis;acetal;terminal alkyne;propargylic ether
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