温和条件下ptsa催化一锅高效合成2-取代芳基(吲哚基)曲酸及曲基硫醚衍生物

M. Forouzani, H. Ghasemnejad-Bosra
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引用次数: 0

摘要

以2-取代芳基(吲哚基)曲酸为原料,发现了一锅法合成2-取代芳基(吲哚基)kojyl硫醚的新方法。首先,以对甲苯磺酸为催化剂,通过醛、曲酸和吲哚的偶联反应制备了2取代芳基(吲哚基)曲酸,产率高,选择性好。然后,将2-取代芳基(吲哚基)曲酸与亚硫酰氯反应生成相应的2-取代芳基(吲哚基)曲氯化物。最后,将2取代芳基(吲哚基)曲氯衍生物与苯硫醇在三乙胺的存在下在四氢呋喃中反应,得到相应的硫醚衍生物,产率较高。
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Efficient One-pot pTSA-catalyzed Synthesis of 2-substituted Aryl (indolyl)kojic Acid and Kojyl Thioether Derivatives Under Mild Conditions
New and convenient one-pot syntheses of 2-substituted aryl (indolyl) kojyl thioether from 2-substituted aryl (indolyl) kojic acids have been found. Firstly, the 2-substituted aryl (indolyl) kojic acids were readily obtained from cou- pling of aldehyde, kojic acid and indoles in the presence of p-toluenesulfonic acid as catalyst in good yields and with high selectivity. Then, 2-substituted aryl (indolyl) kojic acids were reacted with thionyl chloride to afford corresponding 2- substituted aryl (indolyl) kojic chlorides. Finally, the 2-substituted aryl (indolyl) kojic chloride derivatives were reacted with benzenethiols in presence of triethylamine in t etrahydrofurane to afford the corresponding thioether derivatives in good yields.
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