水介质中活性二氧化锰促进2-氨基苄醇与β-二羰基化合物反应合成喹啉衍生物  

Reaction of 2-Aminobenzyl Alcohols with β-Dicarbonyl Compounds to Synthesize Quinoline Derivatives in Water Promoted by Active Manganese Dioxide

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作  者:王义洪 李文丽 林海禄[1] 乐长高[1] 谢宗波[1] Wang Yihong;Li Wenli;Lin Hailu;Le Zhanggao;Xie Zongbo(Jiangxi Province Key Laboratory of Synthetic Chemistry,East China University of Technology,Nanchang 330013)

机构地区:[1]东华理工大学江西省合成化学重点实验室,南昌330013

出  处:《有机化学》2024年第5期1649-1657,共9页Chinese Journal of Organic Chemistry

基  金:江西省自然科学基金(No.20212ACB203001);江西省科技创新基地计划(No.20202BCD42001)资助项目。

摘  要:喹啉及其衍生物在农业、医药等领域被广泛应用,有关它的高效合成方法备受研究者的关注.报道了一种在水中2-氨基苄醇和β-二羰基化合物合成喹啉衍生物的简单方法,在活性二氧化锰和空气存在下该反应很容易进行.底物范围广,官能团兼容性好.此外,水介质中2-氨基苄醇与苯乙酮反应也可以合成相应的喹啉产物,但需要氢氧化胆碱和活性二氧化锰作为添加剂,并在50℃加热.这种方法避免使用昂贵且不稳定的醛,同时以水作为溶剂,反应过程变得更绿色、经济.Quinolines derivatives and their syntheses are of great interest owing to their broad applicability in areas from agriculture to medicine.This paper reports a simple method for the synthesis of quinolines from 2-aminobenzyl alcohols andβ-dicarbonyl compounds in water.The reaction was easily performed in the presence of active manganese dioxide in air.A broad substrate scope with good functional group tolerance was observed.Furthermore,the corresponding quinoline products can also be obtained from 2-aminophenyl alcohols and acetophenone in water,choline hydroxide and active manganese dioxide as additives and heating at 50℃are required.The method avoids the use of expensive and unstable aldehydes,and uses water as the solvent,making the process more economical and efficient.

关 键 词:喹啉衍生物 2-氨基苄醇 活性二氧化锰   

分 类 号:O626.323[理学—有机化学]

 

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