Synthesis and structure of 1-(buta-1,3-dien-2-yl)pyrazoles and their behavior in Diels-Alder reactions

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作者
O. S. Attaryan
A. O. Baltayan
G. A. Panosyan
S. A. Sargsyan
S. G. Matsoyan
机构
[1] National Academy of Sciences of Armenia,Institute of Organic Chemistry
[2] National Academy of Sciences of Armenia,Molecular Structure Research Center
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General Chemistry; Pyrazole; Trans Isomer; Magnesium Sulfate; Maleic Anhydride;
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摘要
A convenient procedure has been developed for the synthesis of cis-and trans-isomeric 1-(buta-1,3-dien-1-yl)-1H-pyrazoles by reaction of the corresponding pyrazoles with β-methylacrolein diethyl acetal and subsequent 1,4-cleavage of the nucleophilic substitution products. The behavior of the title compounds in Diels-Alder reactions with maleic anhydride has been studied. According to the 1H NMR data, 1-(buta-1,3-dien-1-yl)-1H-pyrazole is a mixture of cis and trans isomers. Butadienylpyrazoles having methyl groups in the pyrazole ring do not react with maleic anhydride.
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页码:457 / 460
页数:3
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