Synthesis of 4,5-dih ydrofuran derivatives by the reaction of acetylace tone with conjugated alkenes

The reaction of the acetylacetonyl radical (generated from acetylacetone by the action of manganese acetate) with vinylacetylene, 2-vinylfuran, and butadiene Was studied. The reaction proceeds nonregioselectively with vinylacetylene: 3-acetyl-2-methyl-5-ethynyl- and 3-acetyl-2-methyl-5-(4-acetyl-5-methyl-2-furyl)-4,5-dihydrofurans in a ratio of 12.2 were isolated. The principal products in the reaction with 2-vinylfuran and butadiene were 3-acetyl-2-methyl-5-(2-furyl)- and 3-acetyl-2-methyl-5-vinyl-4,5-dihydrofurans.Communication 62 from the series Reactions of unsaturated compounds. See 1] for communication 61.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 884–887, July, 1980.