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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 被引量:3

FeCl_3 Reaction of Alkynols with Iodine:Convenient Synthetic Route to Iodocycloenol Ethers
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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.
出处 《有机化学》 SCIE CAS CSCD 北大核心 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
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 intramolecular iodoetherification iron trichloride alkynol 2,3-diiodoalkenol
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