Synthesis of 3,4,5-Trisubstituted-1,2,4-triazoles

被引:171
作者
Moulin, Aline
Bibian, Mathieu
Blayo, Anne-Laure
El Habnouni, Sarah
Martinez, Jean
Fehrentz, Jean-Alain [1 ]
机构
[1] Univ Montpellier I, CNRS, UMR 5247, Inst Biomol Max Mousseron, F-34093 Montpellier 5, France
关键词
SOLID-PHASE SYNTHESIS; PHARMACOLOGICAL IN-VITRO; VINYL-SUBSTITUTED OXADIAZOLES; SELECTIVE INHIBITORS; GHRELIN RECEPTOR; 1,2,4-TRIAZOLE DERIVATIVES; PHOSPHORUS PENTASULFIDE; BIOLOGICAL EVALUATION; ANTIVIRAL ACTIVITY; IV INHIBITOR;
D O I
10.1021/cr900107r
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A study was conduct to investigate the synthesis of 3,4,5-trisubstituted-1, 2,4-triazoles. It was demonstrated that several types of intermediates were used to synthesize target compounds, such as N-acylamidrazones, dichloroaldazines, and triazolopyrazines. N-acylamidrazone intermediates were found to be most common intermediates used to synthesize 3,4,5-trisubstituted 1,2,4-triazoles are N-acylamidrazones. Several precursors, such as activated amide derivatives, amidrazones, N'-acetyl-N,N-dimethylhydrazonamides, oxadiazoles,N- nitrosoamidines, and orarylphosphazoanilides led to N-acylamidrazones. The use of activated amide derivatives was one of the most common general methods leading to N-acylamidrazones. N-acylamidrazones were obtained by condensation of chloromethylene amides with hydrazides, while different types of protected hydrazine were used to access more complex N-protected hydrazides.
引用
收藏
页码:1809 / 1827
页数:19
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