FeCl3作用下的碘代醚化反应: 一种合成碘代环烯醚的方便方法

对FeCl₃作用下各种炔醇与碘的反应进行了详细研究, 结果表明在FeCl₃和碘的作用下, 炔醇发生分子内碘代环化反应生成碘代环烯醚, 产率为63%～90%. 在相同的反应条件下, 炔丙醇类则生成邻二碘化物, 产率为15%～88%. 该反应具有操作简单、底物适应广、反应快(3 h)和碘用量(0.5 equiv.)少等特点, 是制备碘代环烯醚和2,3-二碘代烯醇的好方法.

FeCl_3 Reaction of Alkynols with Iodine: Convenient Synthetic Route to Iodocycloenol Ethers

The FeCl_3-mediated reaction of alkynols with iodine resulted in intramolecular addition of hy-droxyl to alkyne to produce a wide range of iodocycloenol ethers in good to excellent yields (63%～90%) under mild reaction conditions. On the other hand, 1,2-diiodides were obtained generally in good yields (15%～88%) when propargyl alcohols were reacted with iodine in the same condition. The advantages of our procedure include a decreased amount of iodine (0.5 equiv.) as well as short reaction time (3 h). The broad scope, mild reaction conditions, and experimental ease of this transformation have made it a valuable alternative to current available methods for the preparation of iodocycloenol ethers or 2,3-diiodoalkenols.