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Selective reaction of benzyl alcohols with HI gas: Iodination, reduction, and indane ring formations
Tetrahedron ( IF 2.1 ) Pub Date : 2017-11-10 , DOI: 10.1016/j.tet.2017.11.009
Shoji Matsumoto , Masafumi Naito , Takehisa Oseki , Motohiro Akazome , Yasuhiko Otani

Reactions of benzyl alcohols with HI in solvent-free conditions were examined. Three types of reactions (iodination, reduction, and ring formation) occurred depending on the degree of crowding around the benzyl position and the benzylic stabilization of substrates. Results also showed that the ring formation to give indanes proceeded efficiently when HI was used, and that compounds with electron-rich aromatic rings gave indane derivatives in good yields.



中文翻译:

苯甲醇与HI气体的选择性反应:碘化,还原和茚满环的形成

在无溶剂条件下检查了苄醇与HI的反应。发生三种类型的反应(碘化,还原和成环),具体取决于围绕苄基位置的拥挤程度和底物的苄基稳定性。结果还表明,当使用HI时,形成茚满的环的形成有效地进行,并且具有富电子芳族环的化合物以良好的收率得到茚满衍生物。

更新日期:2017-11-10
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