Synthesis of Hydroxybenzaldehyde Derivatives Containing an Isoxazole Heteroring

被引:13
作者
Potkin, V. I. [1 ]
Gadzhily, R. A. [2 ]
Dikusar, E. A. [1 ]
Petkevich, S. K. [1 ]
Zhukovskaya, N. A. [1 ]
Aliev, A. G. [2 ]
Nagieva, Sh. F. [2 ]
机构
[1] Natl Acad Sci Belarus, Inst Phys Organ Chem, Minsk 220072, BELARUS
[2] Natl Acad Sci Azerbaijan, Inst Polymer Mat, Sumgait, Azerbaijan
关键词
Vanillin; Isoxazole; Ethyl Vanillin; Isovanillin; Vanillin Series;
D O I
10.1134/S1070428012010216
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
5-Phenyl(p-tolyl)isoxazole-3-carboxylic acids were synthesized starting from 3-hydroxyiminomethyl-5-phenyl(p-tolyl)isoxazoles, and their reactions with p-hydroxybenzaldehyde, vanillin, isovanillin, o-vanillin, and ethyl vanillin gave the corresponding esters. The latter were brought into condensation with aromatic amines to obtain Schiff bases which were reduced to amines.
引用
收藏
页码:127 / 136
页数:10
相关论文
共 8 条
[1]   Novel chiral isoxazole derivatives:: Synthesis and pharmacological characterization at human β-adrenergic receptor subtypes [J].
Dallanoce, Clelia ;
Frigerio, Fabio ;
De Amici, Marco ;
Dorsch, Sandra ;
Klotz, Karl-Norbert ;
De Micheli, Carlo .
BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (07) :2533-2543
[2]  
Dikusar E. A., 2011, ZAMESHCHENNYE BENZAL
[3]   Vanillins - a novel family of DNA-PK inhibitors [J].
Durant, S ;
Karran, P .
NUCLEIC ACIDS RESEARCH, 2003, 31 (19) :5501-5512
[4]  
Dyer JohnR., 1965, APPL ABSORPTION SPEC
[5]   Synthesis and anticonvulsant activity of enaminones. 4. Investigations on isoxazole derivatives [J].
Eddington, ND ;
Cox, DS ;
Roberts, RR ;
Butcher, RJ ;
Edafiogho, IO ;
Stables, JP ;
Cooke, N ;
Goodwin, AM ;
Smith, CA ;
Scott, KR .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2002, 37 (08) :635-648
[6]   Synthesis and biological evaluation of N-heterocyclic indolyl glyoxylamides as orally active anticancer agents [J].
Li, WT ;
Hwang, DR ;
Chen, CP ;
Shen, CW ;
Huang, CL ;
Chen, TW ;
Lin, CH ;
Chang, YL ;
Chang, YY ;
Lo, YK ;
Tseng, HY ;
Lin, CC ;
Song, JS ;
Chen, HC ;
Chen, SJ ;
Wu, SH ;
Chen, CT .
JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (09) :1706-1715
[7]   Synthesis of sybstituted isoxazoles and pyrazoles based on 1-aryl-3,4,4-trichloro-3-buten-1-ones [J].
Petkevich, SK ;
Potkin, VI ;
Kaberdin, RV .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 40 (08) :1146-1150
[8]  
Potkin V, 2009, NAT PROD COMMUN, V4, P1205