Synthesis of regioisomeric N- and O-alkylated 3-polyfluoroalkyl-1,2-dihydroquinoxalin-2-ones

被引:2
作者
Ivanova, A. E. [1 ]
Khudina, O. G. [1 ]
Burgart, Ya V. [1 ]
Saloutin, V. I. [1 ]
机构
[1] Russian Acad Sci, Ural Branch, I Ya Postovsky Inst Organ Synth, Ekaterinburg 620041, Russia
基金
俄罗斯基础研究基金会;
关键词
analogs of acyclic nucleosides; 3-polyfluoroalkylquinoxalin-2-ones; alkylation; regioisomers; deacylation; ANTITUMOR AGENT; ANALOGS; 9-(2-HYDROXYETHOXYMETHYL)GUANINE;
D O I
10.1007/s11172-011-0147-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
3-Polyfluoroalkyl-1,2-dihydroquinoxalin-2-ones react with 4-bromobutyl acetate to furnish 1-(4-acetoxybutyl)quinoxalin-2-ones and 2-(4-acetoxybutoxy)quinoxalines in the ratio 2: 1. Deacylation of these compounds under acidic conditions gives the corresponding 1-(4-hydroxybutyl)- and 2-(4-hydroxybutoxy)-substituted quinoxalines. The structures of compounds synthesized were established by X-ray crystallography, IR spectroscopy, H-1 and F-19 NMR spectroscopy, GLC-MS.
引用
收藏
页码:937 / 941
页数:5
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