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

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.

Automated summary

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.