Highly Regioselective and Diastereoselective, One-Pot, Four-Component Synthesis of Novel Spiroindenoquinoxalineindolizidine Derivatives

被引:4
|
作者
Moemeni, Mehdi [1 ]
Arvinnezhad, Hamid [1 ]
Samadi, Saadi [1 ]
Salahi, Farbod [1 ]
Jadidi, Khosrow [1 ]
Notash, Behrouz [1 ]
机构
[1] Shahid Beheshti Univ, Fac Sci, Dept Chem, GC, Tehran, Iran
关键词
1,3-DIPOLAR CYCLOADDITION REACTION; QUINOLIZIDINE ALKALOIDS; IONIC LIQUID; INDOLIZIDINE; PYRROLIZIDINES;
D O I
10.1002/jhet.2121
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot, four-component procedure for the synthesis of novel spiroindenoquinoxalineindolizidines with high regioselectivity and diastereoselectivity from the 1,3-dipolar cycloaddition of azomethine ylides, generated from indenoquinoxalines and pipecolinic acid, and chalcones is described. The reaction occurs under reflux of ethanol as a green solvent and in the absence of any catalyst. The cycloadducts are obtained purely without future purification. The regiochemistry and stereochemistry of resultant cycloadducts have been determined by several 2D-NMR spectroscopic techniques and X-ray single crystal diffraction.
引用
收藏
页码:944 / 948
页数:5
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