Nucleophilic Addition to Acetylenes in Superbasic Catalytic Systems: XVII.* Vinyl Ethers with Furyl and Cycloacetal Fragments: Synthesis and Structure

摘要

4-Hydroxymethyl-2-(2-furyl)-1,3-dioxolane and 5-hydroxy-2-(2-furyl)-1,3-dioxane consisting of mixtures of cis- and trans-isomers react with acetylene in the superbasic catalytic system KOH-DMSO at the atmospheric or higher pressure (80-85°C, 2-3 h) giving the corresponding vinyl ethers in 88-90% yield. The ratio of the structural and configurational isomers in vinyl ethers remains the same as in the initial compounds.