New quinoline- and isoquinoline-based multicomponent methods for the synthesis of 1,1(3,3)-dicyanotetrahydrobenzoindolizines

被引:4
|
作者
Sanin, I. A. [1 ]
Zubarev, A. A. [1 ]
Rudenko, A. Yu. [1 ,2 ]
Rodinovskaya, L. A. [1 ]
Batuev, E. A. [3 ]
Shestopalov, A. M. [1 ]
机构
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Prosp, Moscow 119991, Russia
[2] DI Mendeleev Univ Chem Technol Russia, 9 Miusskaya Pl, Moscow 125047, Russia
[3] Russian Acad Sci, VA Engelhardt Inst Mol Biol, 32 Ul Vavilova, Moscow 119991, Russia
关键词
tetrahydroindolizines; quinoline; isoquinoline; cycloaddition; multicom-ponent synthesis; stereoselective; UNSATURATED NITRILES; PYRIDINIUM YLIDES;
D O I
10.1007/s11172-018-2073-z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Convenient multicomponent methods for the synthesis of benzannulated dihydroindolizines based on quinoline or isoquinoline, malononitrile, aromatic aldehydes and alpha-halomethylcarbonyl compounds were developed. Several alternative protocols of using the reactants were studied, starting with separate generation of two most probable intermediates and ending with the four-component condensation of all reactants. The scope of applicability of these methods was found, depending on the initial compounds used. The reaction is highly stereoselective with predominant formation of one of the possible isomers.
引用
收藏
页码:297 / 303
页数:7
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