Faculty of Pharmaceutical Sciences, Hiroshima International University, 5-1-1 Hirokoshingai, Kure, Hiroshima 737-0112, Japan.
J Org Chem. 2012 Apr 20;77(8):3944-51. doi: 10.1021/jo300251c. Epub 2012 Mar 29.
Multisubstituted furans were readily prepared from (Z)- or (E)-conjugated enynyl acetates with NXS under metal-free conditions at room temperature via the same haloallenyl ketone intermediates. This tandem haloallenyl ketone formation-furan formation reaction sequence was accelerated by electron-donating groups on the aromatic rings.
多取代呋喃可通过(Z)-或(E)-共轭烯炔基乙酸酯与 NXS 在室温下无金属条件下简便地制备,通过相同的卤代烯基酮中间体。该串联卤代烯基酮形成-呋喃形成反应序列被芳环上的供电子基团加速。