Nucleophilic addition to acetylenes in superbasic catalytic systems: XVII. Vinyl ethers with furyl and cycloacetal fragments: Synthesis and structure

作者:Oparina L A*; Vysotskaya O V; Stepanov A V; Gusarova N K; Chernyshev K A; Krivdin L B; Trofimov B A
来源:Russian Journal of Organic Chemistry, 2010, 46(9): 1383-1387.
DOI:10.1134/S1070428010090204

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 KOHH-DMSO at the atmospheric or higher pressure (80-85A degrees 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.

  • 出版日期2010-9