Chemistry of Diazopolycarbonyl Compounds: VIII. Synthesis of Nitrogen-containing Heterocycles via Transformations of Substituted 2-diazopentane-1,3,5-triones

被引:0
作者
N. V. Kutkovaya
N. G. Vyaznikova
V. V. Zalesov
机构
[1] Research Institute of Vaccines and Serum at Federal State Unitary Enterprise “Biomed”,
[2] Perm State University,undefined
来源
Russian Journal of Organic Chemistry | 2003年 / 39卷
关键词
Ester; Ethyl; Organic Chemistry; Triethylamine; Enol;
D O I
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中图分类号
学科分类号
摘要
Ethyl 5-aryl-2-diazo-3,5-dioxopentanoates and 1,5-diaryl-2-diazopentane-1,3,5-triones are partially enolized in solutions. By O-methylation of enol forms of diazo esters with diazomethane ethyl 5-aryl-2-diazo-5-methoxy-3-oxopent-4-enoates were prepared. Concurrently with the O-methylation the diazo esters undergo heterocyclization into 3,5-disubstituted 4-hydroxypyrazoles which under the reaction condition suffer O- and N-methylation by excess diazomethane. 3,5-Diaroyl-4-hydroxypyrazoles were also obtained from diazopentanetriones but here triethylamine served as the cyclization reagent.
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页码:1644 / 1648
页数:4
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