The flavanone pinostrobin in the synthesis of coumarin-chalcone hybrids with a triazole linker

被引:13
|
作者
Mukusheva, Gulim K. [1 ]
Lipeeva, Alla V. [2 ]
Zhanymkhanova, Pernesh Zh. [1 ]
Shults, Elvira E. [2 ,3 ]
Gatilov, Yurii V. [2 ,3 ]
Shakirov, Makhmut M. [2 ]
Adekenov, Sergazy M. [1 ]
机构
[1] Int Res & Prod Holding Phytochem, Karaganda 100009, Kazakhstan
[2] Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia
[3] Novosibirsk State Natl Res Univ, Novosibirsk 630090, Russia
基金
俄罗斯科学基金会;
关键词
7-alkynylcoumarins; azide; 2-(bromoalkoxy)chalcones; pinostrobin; 1,2,3-triazoles; DERIVATIVES; CELLS; AGENTS;
D O I
10.1007/s10593-015-1672-y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of flavanone pinostrobin with dibromoalkanes in acetone in the presence of potassium carbonate followed the path of retro-Michael addition - D-alkylation and resulted in the formation of the respective 2-(bromoalkoxy)chalcones. Treatment of the latter with sodium azide gave the respective azides, which were highly active in the Du-catalyzed 1,3-dipolar cycloaddition reaction. The reaction of these azides with 6-substituted 7-ethynylcoumarins gave coumarin-chalcone hybrids containing a 1,2,3-triazole linker.
引用
收藏
页码:146 / 152
页数:7
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