4.4 Article

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

Journal

CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 41, Issue 1, Pages 376-383

Publisher

SCIENCE PRESS
DOI: 10.6023/cjoc202007019

Keywords

1,3-diynamides; gold catalysis; selective oxidation; dicarbonyl compounds

Funding

  1. National Natural Science Foundation of China [21871259, 21901244]
  2. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]

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A novel approach to synthesizing 4-oxo-but-2-ynamides through gold-catalyzed selective oxidation of 1,3-diynamides has been developed. The products possess activated C-C triple bond and serve as versatile building blocks in synthetic community. The method provides a range of 4-oxo-but-2-ynamide derivatives in moderate to high yields, with the absence of traditional 1,2-dicarbonyl type products.
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-ynamide derivatives were obtained in moderate to high yields.

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