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2-二乙硫基亚甲基-3-羰基(羟基)丁酸乙酯与吲哚及其衍生物的(脱硫)偶联反应
引用本文:王金娟,裴学海,黄克俊,王文琛,杨志翔,陈治明. 2-二乙硫基亚甲基-3-羰基(羟基)丁酸乙酯与吲哚及其衍生物的(脱硫)偶联反应[J]. 化学试剂, 2017, 39(4). DOI: 10.13822/j.cnki.hxsj.2017.04.003
作者姓名:王金娟  裴学海  黄克俊  王文琛  杨志翔  陈治明
作者单位:贵州师范大学化学与材料科学学院贵州省功能材料化学重点实验室,贵州贵阳,550001
基金项目:国家自然科学基金资助项目,贵州省自然科学基金资助项目
摘    要:
在回流条件下,二甲亚砜(DMSO)作溶剂,在20 mol%联萘酚酸存在下,2-二乙硫基亚甲基-3-羰基丁酸乙酯与吲哚及其衍生物能有效地进行脱硫偶联反应,高产率地生成β-吲哚基-β-乙硫基不饱和羰基化合物.在相同条件下,2-二乙硫基亚甲基-3-羟基丁酸乙酯与吲哚及其衍生物能有效地进行偶联反应,高产率地生成α-吲哚基二硫缩烯酮.该反应具有催化剂经济易得及其用量少、反应条件温和、环境友好和易操作等优点.

关 键 词:β-吲哚基-β-乙硫基不饱和羰基化合物  α-吲哚基二硫缩烯酮  联萘酚酸  吲哚衍生物

(Desulfurization) Coupling Reaction of Ethyl 2-(Bis(ethylthio) me-thylene)-3-(oxo) hydroxybutanoate with Indole and Its Derivatives
WANG Jin-juan,PEI Xue-hai,HUANG Ke-jun,WANG Wen-chen,YANG Zhi-xiang,CHEN Zhi-ming. (Desulfurization) Coupling Reaction of Ethyl 2-(Bis(ethylthio) me-thylene)-3-(oxo) hydroxybutanoate with Indole and Its Derivatives[J]. Chemical Reagents, 2017, 39(4). DOI: 10.13822/j.cnki.hxsj.2017.04.003
Authors:WANG Jin-juan  PEI Xue-hai  HUANG Ke-jun  WANG Wen-chen  YANG Zhi-xiang  CHEN Zhi-ming
Abstract:
The desulfurization coupling reaction of ethyl 2-(bis (ethylthio) methylene)-3-oxobutanoate and indole or its derivatives was efficiently performed in the presence of 2,2'-dihydroxy-1,1'-dinaphthyl-3,3'-dicarboxylic acid was (20 mol%) at reflux in DMSO,affordingβ-indolyl-β-ethylsuleenyl unsaturated carbonyl-compounds in excellent yields.The coupling reaction of ethyl 2-(bis(ethylthio) methylene)-3-hydroxybutanoateand indole derivatives was efficiently performed in the same conditions,affording α-indolyl ketene dithioacetals in excellent yields.The procedure has the advantages of lower amount of inexpensive catalyst,mild reaction condition,environmentally benign and simplicity.
Keywords:β-indolyl-β-ethylsuleenyl unsaturated carbonyl-compounds  α-indolyl ketene dithioacetals  2,2'-dihydroxy-1,1'-dinaphthyl-3,3'-dicarboxylic acid  indole derivatives
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