A simple new hydrazine-free synthesis of methyl 1,4,5-trisubstituted 1H-pyrazole-3-carboxylates

被引:4
|
作者
Broz, Bretislav [1 ]
Padelkova, Zdenka [2 ]
Bertolasi, Valerio [3 ]
Simunek, Petr [1 ]
机构
[1] Univ Pardubice, Fac Chem Technol, Inst Organ Chem & Technol, Pardubice 53210, Czech Republic
[2] Univ Pardubice, Fac Chem Technol, Dept Gen & Inorgan Chem, Pardubice 53210, Czech Republic
[3] Univ Ferrara, Dipartimento Sci Chim & Farmaceut, Ctr Strutturist Diffrattometr, I-44100 Ferrara, Italy
来源
MONATSHEFTE FUR CHEMIE | 2013年 / 144卷 / 07期
关键词
NMR spectroscopy; Diazonium salts; X-ray structure determination; Enaminoesters; Heterocycles; RAY-STRUCTURE-ANALYSIS; EFFICIENT SYNTHESIS; PYRAZOLES; CHEMISTRY; FACILE;
D O I
10.1007/s00706-013-0962-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Conditions for successful syntheses of polysubstituted pyrazole-3-carboxylates have been found. The methodology consists in mixing equimolar amounts of diazonium tetrafluoroborates and enaminoesters in presence of sodium acetate. 1-Methylpyrrolidone has appeared to be the solvent of choice. The compounds prepared have been characterized by means of nuclear magnetic resonance (NMR) spectroscopy, elemental analysis, and in two cases, also by X-ray diffraction. The advantage of the methodology is a simple implementation without necessity of working under inert atmosphere. The presence of other functional groups enables further synthetic transformations of the products.
引用
收藏
页码:1013 / 1019
页数:7
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