丙酮醇作用下3-亚烷基酮的区域选择性加氢还原反应  

Regioselective Reduction of 3-Phenacylideneoxindoles Using Acetol As Reductant

作　　者：李少毅 马晶 艾力皮热·艾司卡尔 李小娟[1] 曾竟[1] LI Shaoyi;MA Jing;AISIKAER Ailipire;LI Xiaojuan;ZENG Jing(College of Chemistry and Chemical Engineering,Xinjiang Normal University,Urumqi 830054,China)

机构地区：[1]新疆师范大学化学化工学院,新疆乌鲁木齐830054

出　　处：《合成化学》2022年第8期642-648,共7页Chinese Journal of Synthetic Chemistry

基　　金：新疆维吾尔自治区高校科研计划自然科学基金资助项目(XJEDU2019Y028)。

摘　　要：本文报道了一种室温、空气氛围下,以丙酮醇为还原剂的3-亚烷基氧化吲哚环外C=C双键选择性加氢还原反应合成3-取代氧化吲哚的方法。在碳酸钾存在下,丙酮醇与3-亚烷基氧化吲哚在甲醇中反应得到13个3-烷基取代氧化吲哚,其中6个为新化合物,其机理分析结果表明:该反应符合加成-消除机理。This paper reports a method for the preparation of 3-substituted oxindoles by selective hydrogenation of C=C double bond in 3-phenacylideneoxindoles with acetol as reducing agent at room temperature and air atmosphere.In the presence of potassium carbonate,acetol and 3-phenacylideneoxindoles were stirred in methanol to obtain thirteen 3-substituted oxindoles,of which six products are new compounds.The mechanism study indicates that the selective hydrogenation reduction reaction is realized by addition-elimination mechanism.

关 键 词：丙酮醇 3-亚烷基酮 区域选择性加氢还原 3-取代氧化吲哚 加成-消除机理 

分 类 号：O623.626[理学—有机化学] O621.3[理学—化学]