Coumarin-based homoisoflavonoids as precursors in the synthesis of 8-heteroarylmethylcoumarins

被引:0
|
作者
Myshko, Nataliia V. [1 ]
Mrug, Galyna P. [1 ]
Kondratyuk, Kostyantyn M. [1 ]
Bondarenko, Svitlana P. [2 ]
Frasinyuk, Mykhaylo S. [1 ,3 ]
机构
[1] Natl Acad Sci Ukraine, VP Kukhar Inst Bioorgan Chem & Petrochem, 1 Akad Kukharya St, UA-02094 Kiev, Ukraine
[2] Natl Univ Food Technol, 68 Volodymyrska St, UA-01601 Kiev, Ukraine
[3] Enamine Ltd, 78 Winston Churchill St, UA-02094 Kiev, Ukraine
关键词
coumarins; homoisoflavonoids; pyrazoles; pyrimidines; inverse electron-demand Diels-Alder reaction; CARBONIC-ANHYDRASES; ANALOGS; 3-ARYLCOUMARINS; DERIVATIVES; ANTIOXIDANT; MECHANISM;
D O I
10.1007/s10593-023-03216-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of homoisoflavonoids bearing 3-(het)arylcoumarin moiety were synthesized by cascade reaction of enaminones with 8-dimethyl- aminomethyl-7-hydroxy-3-(het)arylcoumarins. The further reaction of synthesized coumarin-isoflavone hybrids with bidentate nucleophiles led to the formation of substituted 7-hydroxy-8-(1H-pyrazol-4-ylmethyl)coumarins, 7-hydroxy-8-(isoxazol-4-ylmethyl)- coumarins, and 7-hydroxy-8-(pyrimidin-5-ylmethyl)coumarins.
引用
收藏
页码:456 / 464
页数:9
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