4.7 Article

Nickel-Catalyzed Decarbonylative Cycloaddition of Benzofuran-2,3-diones with Alkynes to Flavones

期刊

ADVANCED SYNTHESIS & CATALYSIS
卷 364, 期 3, 页码 525-530

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202101241

关键词

Benzofuran-2; 3-diones; Alkynes; Flavones; Decarbonylative cycloaddition; Nickel catalysis

资金

  1. Science and Technology Program of Guangzhou [201604016037]
  2. Guangdong Province Zhu Jiang Talents Plan [2016ZT06C090]
  3. Guangzhou City Talents Plan [CYLJTD-201609]

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A new synthetic method was developed for the synthesis of functional flavones using nickel-catalyzed decarbonylative cycloaddition of benzofuran-2,3-diones with alkynes, with yields ranging from 65% to 99%. Terminal alkynes with substituted phenyl groups and internal alkynes like aryl acyl acetylenes and diphenylacetylenes are suitable substrates for this reaction. The effects of bases on the reactions of different types of alkyne substrates were also investigated and discussed.
Y Using dppe as the ligand, the Nickel-catalyzed decarbonylative cycloaddition of benzofuran-2,3-diones with alkynes was established, and a variety of functional flavones were synthesized in 65-99% yields. Terminal alkynes with substituted phenyl groups and internal alkynes such as aryl acyl acetylenes and diphenylacetylenes are suitable for this reaction. The effects of bases on the reactions of different types of alkyne substrates were also investigated and discussed.

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