Hydroxypropyl substituted nitrogen bridgehead fused cyanopyridines

被引:6
|
作者
Milokhov, Demyd S. [1 ]
Khilya, Olga V. [1 ]
Turov, Alexander V. [1 ]
Medviediev, Volodymyr V. [2 ]
Shishkin, Oleg V. [2 ,3 ]
Volovenko, Yulian M. [1 ]
机构
[1] Tams Shevchenko Natl Univ Kyiv, Dept Chem, UA-01601 Kiev, Ukraine
[2] Natl Acad Sci Ukraine, SSI Inst Single Crystals, UA-61001 Kharkov, Ukraine
[3] Kharkov Natl Univ, Dept Inorgan Chem, UA-61202 Kharkov, Ukraine
关键词
Michael addition; 2-Hetaryl-2-(tetrahydro-2-furanyliden) acetonitriles; Nucleophiles; omega-Hydroxyalkylheterocycles; Fused pyridines; Hetarylacetonitriles; RING TRANSFORMATION REACTIONS; BETA-1,6-GLUCAN SYNTHESIS; TRIHALOMETHYL KETONES; DERIVATIVES; ANTICANCER; INHIBITORS; NITRILES; PYRAZOLE; SYSTEMS; AGENTS;
D O I
10.1016/j.tet.2013.12.074
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 2-hetaryl-2-(tetrahydro-2-furanyliden)acetonitriles with substituted acetonitriles as C-nucleophiles has been investigated and the mechanism of the reaction has been suggested. A base promoted Michael addition of the substituted acetonitriles to 2-hetaryl-2-(tetrahydro-2-furanyliden) acetonitriles followed by ring transformations has provided novel convenient synthetic methods to nitrogen bridgehead fused cyanopyridines bearing hydroxypropyl side chain. The structures of obtained compounds have been established based on NMR spectroscopy investigation and X-ray diffraction data. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1214 / 1222
页数:9
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