Synthesis of zwitterionic 4-hydroxycoumarin derivatives through a unique reaction of 4-hydroxycoumarins with p- benzoquinone and pyridine.
[reaction: see text] A unique reaction of 4-hydroxycoumarins with p-benzoquinone and pyridine was found, and through the reaction, six zwitterionic 4-hydroxycoumarin derivatives were synthesized. The structures of these compounds were determined by IR, MS(ESI), 1H NMR, 13C NMR, and single-crystal X-ray diffraction studies.
Zhang
Sheng-Ling
SL
School of Pharmaceutical Science, Sun Yat-Sen University, Guangzhou, 510275 People's Republic of China.
Huang
Zhi-Shu
ZS
An
Lin-Kun
LK
Bu
Xian-Zhang
XZ
Ma
Lin
L
Li
Yue-Ming
YM
Chan
Albert S C
AS
Gu
Lian-Quan
LQ
D015110:4-Hydroxycoumarins / Q000138:chemical synthesis* / Q000737:chemistry*; D016227:Benzoquinones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards; D008958:Models, Molecular; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry*; D012015:Reference Standards; D012680:Sensitivity and Specificity; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D013055:Spectrophotometry, Infrared / Q000379:methods; D013237:Stereoisomerism; D014961:X-Ray Diffraction
D015110:4-Hydroxycoumarins; D016227:Benzoquinones; D011725:Pyridines; C023666:pyridine