FeCl_3作用下的碘代醚化反应:一种合成碘代环烯醚的方便方法  

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

作　　者：余开辉[1] 张小丽[1] 胡乔生[1] 刘良先[1] 

机构地区：[1]赣南师范学院化学与生命科学学院,赣州341000

出　　处：《有机化学》2010年第2期266-271,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.20772099)资助项目

摘　　要：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(3h)和碘用量(0.5equiv.)少等特点,是制备碘代环烯醚和2,3-二碘代烯醇的好方法.The FeCl3-mediated reaction of alkynols with iodine resulted in intramolecular addition of hydroxyl 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.

关 键 词：分子内碘代环醚化反应 三氯化铁 炔醇 邻二碘代烯醇 

分 类 号：O624[理学—有机化学]