Synthesis of 4,5-dihydrofuran derivatives by the reaction of acetoacetic ester with conjugated alkenynes
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The regiochemistry of the reaction of acetoacetic ester with vinylacetylene, isopropenylacetylene, and vinylisopropenylacetylene in the presence of the manganese acetate/copper acetate oxidative system was studied. Derivatives of furan and 4,5-dihydrofuran were obtained as a result of oxidative cyclization of intermediate radicals that contain unsaturated groups in the α position. Data from the IR, UV, PMR, 13C NMR, and mass spectra of the synthesized compounds are presented.
KeywordsAcetate Ester Manganese Mass Spectrum Organic Chemistry
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