A two-step synthesis of ferrocenyl pyrazole and pyrimidine derivatives based on carbonylative Sonogashira coupling of iodoferrocene

被引:27
作者
Feher, Csaba [1 ]
Kuik, Arpad [1 ]
Mark, Laszlo [2 ]
Kollar, Laszlo [3 ]
Skoda-Foeldes, Rita [1 ]
机构
[1] Univ Pannonia, Inst Chem, Dept Organ Chem, H-8201 Veszprem, Hungary
[2] Univ Pecs, Sch Med, Inst Biochem & Med Chem, H-7624 Pecs, Hungary
[3] Univ Pecs, Dept Inorgan Chem, H-7624 Pecs, Hungary
基金
美国国家科学基金会;
关键词
Carbonylation; Ferrocene; Pyrazole; Pyrimidine; Palladium; REGIOSELECTIVE SYNTHESIS; TERMINAL ACETYLENES; ALPHA-KETOAMIDES; X-RAY; COMPLEXES; 5-FERROCENYLPYRIMIDINE; HETEROCYCLES; REACTIVITY; HYDRAZINES; IMIDAZOLE;
D O I
10.1016/j.jorganchem.2009.08.029
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new method for the synthesis of 3-substituted-1-ferrocenyl-2-propyn-1-ones was developed involving carbonylative Sonogashira coupling of iodoferrocene with terminal acetylenes. New ferrocenyl 1,3,5-trisubstituted pyrazoles and 2,4,6-trisubstituted pyrimidines were obtained by the addition-cyclocondensation reaction of the alkynones with hydrazines and guanidinium salts, respectively. The products were obtained with moderate to excellent yields and were characterised with various spectroscopic methods (H-1 NMR, C-13 NMR IR, MS). (C) 2009 Elsevier B. V. All rights reserved.
引用
收藏
页码:4036 / 4041
页数:6
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