有机化学 ›› 2021, Vol. 41 ›› Issue (1): 376-383.DOI: 10.6023/cjoc202007019 上一篇    下一篇

研究论文

金催化选择性氧化共轭炔基炔酰胺合成4-羰基丁-2-炔酰胺

万万a, 刘继兵a, 黄学良a,*()   

  1. a 中国科学院福建物质结构研究所 中国科学院大学 煤制乙二醇及相关技术中科院重点实验室 福州 350002
  • 收稿日期:2020-07-06 修回日期:2020-08-04 发布日期:2020-08-19
  • 通讯作者: 黄学良
  • 作者简介:
    * Corresponding author. E-mail:
  • 基金资助:
    国家自然科学基金(21871259); 国家自然科学基金(2191244); 中国科学院战略性先导科技专项B类(XDB20000000)

Gold-Catalyzed Selective Oxidation of 1,3-Diynamides to Access 4-Oxo-but-2-ynamides

Wan Wana, Jibing Liua, Xueliang Huanga,*()   

  1. a Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350002
  • Received:2020-07-06 Revised:2020-08-04 Published:2020-08-19
  • Contact: Xueliang Huang
  • Supported by:
    the National Natural Science Foundation of China(21871259); the National Natural Science Foundation of China(2191244); the Strategic Priority Research Program of the Chinese Academy of Sciences(XDB20000000)

通过金催化选择性氧化1,3-共轭炔基炔酰胺, 为4-羰基丁-2-炔酰胺化合物的合成提供了一种新的方法. 这种含有活化的不饱和炔烃的1,4-双羰基化合物是有机化学中一种重要的合成子. 利用该金催化氧化方法, 可以高度选择性地对共轭炔烃的1,4-位进行氧化得到2-炔-4-羰基丁酰胺化合物, 而不是生成较为常见的1,2-双羰基化合物. 在该选择性氧化的条件下, 可以以较高的收率得到一系列4-羰基丁-2-炔酰胺化合物.

关键词: 共轭炔酰胺, 金催化, 选择性氧化, 双羰基化合物

A gold-catalyzed selective oxidation of 1,3-diynamides has been developed to provide a novel approach to 4-oxo-but-2-ynamides. The products possess activated C—C triple bond, and often serve as versatile building blocks in synthetic community. This gold-catalyzed selective oxidation of 1,3-diynamides to provide 4-oxo-but-2-ynamides is noteworthy, since the traditional 1,2-dicarbonyl type products were not observed. Under standard conditions, a range of 4-oxo-but-2-yna- mide derivatives were obtained in moderate to high yields.

Key words: 3-diynamides, gold catalysis, selective oxidation, dicarbonyl compounds