"Clip-cycle" synthesis of 2-pyridazinones bearing enaminonitrile moiety from thioesters and dicyanohydrazones

被引:0
|
作者
Zhu, Chen [1 ,2 ]
Zhou, Jubao [2 ]
Li, Xinxin [2 ]
Wang, Xinyu [2 ]
Jin, Hui [2 ,3 ]
Zhang, Lixin [1 ,2 ,3 ]
机构
[1] Univ Sci & Technol Liaoning, Sch Chem Engn, Anshan 114051, Peoples R China
[2] Shenyang Univ Chem Technol, Inst Funct Mol, Natl Local Joint Engn Lab, Liaoning Prov Key Lab Green Funct Mol Design & Dev, Shenyang 110142, Peoples R China
[3] Shenyang Univ Chem Technol, Inst Funct Mol, Shenyang 110142, Peoples R China
关键词
2-Pyridazinone; Thioester; Dicyanohydrazone; Silver acetate; PYRIDAZINONE; CHEMISTRY; PHARMACOPHORE; DERIVATIVES; SCAFFOLD; ESTERS;
D O I
10.1016/j.tetlet.2023.154905
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The "clip-cycle" synthesis of 2-pyridazinones containing enaminonitriles from thioesters with dicyanohydrazones is achieved through a AgOAc-promoted acylation-cyclization-tautomerization cascade reaction. Moreover, the obtained 2-pyridazinones are further transformed into biologically significant bicyclic-fused pyridazinones exhibiting intriguing fluorescence emission properties. Additionally, quantum chemical calculations were performed to provide a rational explanation for the observed photophysical characteristics.
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页数:5
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