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。
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,affording β-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,affordingα-indolyl ketene dithioacetals in excellent yields.The procedure has the advantages of lower amount of inexpensive catalyst,mild reaction condition,environmentally benign and simplicity.
出处
《化学试剂》
CAS
北大核心
2017年第4期341-347,共7页
Chemical Reagents
基金
国家自然科学基金资助项目(21362006)
贵州省自然科学基金资助项目(黔科合J字[2009]2021)
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
β-indolyl-β-ethylsuleenyl unsaturated carbonyl-compounds
α-indolyl ketene dithioacetals
2
2'-dihydroxy-1
1'-dinaphthyl-3
3'-dicarboxylic acid
indole derivatives