Facile Synthesis of Dihydroquinolines via Palladium Catalyzed Sequential Amination and Cyclisation of Morita-Baylis-Hillman Alcohols

被引:2
|
作者
Sruthi, Pambingal Rajan [1 ]
Sankar, P. Uma [2 ]
Saranya, Thachora Venu [1 ]
Anas, Saithalavi [1 ,3 ]
机构
[1] Mahatma Gandhi Univ, Sch Chem Sci, Kottayam, Kerala, India
[2] Amrithaviswavidyapeet, Dept Chem, Kollam, Kerala, India
[3] Mahatma Gandhi Univ, Inst Integrated Programmes & Res Basic Sci IIRBS, Kottayam 686560, Kerala, India
来源
CHEMISTRYSELECT | 2020年 / 5卷 / 43期
关键词
Allylicamination; Cyclization; Morita-Baylis-Hillman; Palladium; Quinoline; INTRAMOLECULAR ALLYLIC AMINATION; SUBSTITUTED QUINOLINES; ACETATES; ANNULATION;
D O I
10.1002/slct.202003413
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Quinolines and its derivatives are significant class of heterocyclic compounds which are identified as the key component in many natural products and biologically important molecules. We describe herein a facile method for the synthesis of quinoline derivatives from Morita-Baylis-Hillman (MBH) Alcohols via Palladium Catalyzed intramolecular aryl amination followed by allylic amination pathway. The reaction between a series of MBH alcohols and amino compounds (Tosyl, aliphatic and aromatic amines) under optimized reaction conditions with Pd(PPh3)(2)Cl-2/DPPP catalyst system, afforded the corresponding 1,2-dihydroquinolines upto 95 % isolated yield.
引用
收藏
页码:13598 / 13602
页数:5
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