Transformation of 4-oxo-4H-[1]-benzopyran-3-carboxaldehydes into pyrazolo[3,4-b]pyridines

被引:16
作者
Stankovicova, Henrieta
Gaplovsky, Anton
Lacova, Margita
Chovancova, Jarmila
Puchala, Agnieszka
机构
[1] Comenius Univ, Fac Nat Sci, Inst Chem, Bratislava 84215, Slovakia
[2] Comenius Univ, Fac Nat Sci, Dept Organ Chem, Bratislava 84215, Slovakia
[3] Swietokrzyska Univ, Inst Chem, PL-25020 Kielce, Poland
关键词
D O I
10.1002/jhet.5570430405
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of 6-methyl-4-oxo-4H-[1]-benzopyran-3-carboxaldehyde 1 with 5-amino-3-methyl-1-phenylpyrazole 2 in alcoholic reaction media in the presence of 4-toluenesulfonic acid as catalyst afforded 5-(2-hydroxy-5-methylbenzoyl)-3-methyl-l-phenyl-1H-pyrazolo[3,4-b]pyridine 3 and 2-methoxy-6-methyl-3(3-methyl-1-phenylpyrazol-5-ylaminomethylene)chroman-4-one 7. We explain the mechanism of formation of both products on the basis of kinetic study of individual reaction steps.
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页码:843 / 848
页数:6
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