WestCHEM, School of Chemistry, Joseph Black Building, University of Glasgow , University Avenue, Glasgow G12 8QQ, United Kingdom.
Org Lett. 2017 Jul 7;19(13):3556-3559. doi: 10.1021/acs.orglett.7b01533. Epub 2017 Jun 27.
A novel reaction for the synthesis of 2-acyl furans is reported. The reaction is believed to proceed by sequential addition of a trialkylphosphine to an ynenone, 5-exo-dig cyclization to form the furan, and oxidation of the resulting phosphonium ylide with molecular oxygen. Many common functional groups are tolerated during the reaction, and the products are obtained in good to excellent yield under the mild conditions. This methodology offers efficient access to biologically important compounds, including fused polycyclic compounds and furaldehydes, from simple starting materials.
本文报道了一种合成 2-酰基呋喃的新反应。该反应被认为是通过三烷基膦对烯酮的顺序加成、5-endo-dig 环化形成呋喃以及分子氧氧化所得磷叶立德来进行的。在反应过程中许多常见的官能团都能被容忍，并且在温和的条件下，产物的收率良好至优秀。该方法从简单的起始原料高效地获得了具有生物重要性的化合物，包括稠合多环化合物和糠醛。
