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2021 , Vol. 41 >Issue 1: 376 - 383

DOI: https://doi.org/10.6023/cjoc202007019

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 ,
  • 刘继兵 ,
  • 黄学良
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  • 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
* Corresponding author. E-mail:

收稿日期: 2020-07-06

  修回日期: 2020-08-04

  网络出版日期: 2020-08-19

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)

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

  • Wan Wan ,
  • Jibing Liu ,
  • Xueliang Huang
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  • 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 date: 2020-07-06

  Revised date: 2020-08-04

  Online published: 2020-08-19

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)

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摘要

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

本文引用格式

万万 , 刘继兵 , 黄学良 . 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[J]. 有机化学, 2021 , 41(1) : 376 -383 . DOI: 10.6023/cjoc202007019

Abstract

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

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