Abstract
1-[5-(3-Arylisoxazolin-2-yl)methyl]-3,7-dimethylxanthines have been synthesized by the [2+3] cycloaddition of arylnitrile oxides to allyltheobromine. 7-{5-[3-(2,4-Dichlorophenyl)isoxazolin-2-yl]methyl}-1,3-dimethylxanthine was obtained by the addition of 2,4-dichlorobenzonitrile oxide to allyltheobromine. The addition of arylnitrile oxides to structural isomers of methylxanthines proceeds regioselectively with the formation of 3,5-disubstituted isoxazolines.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii. No. 2, pp. 245–248, February, 2007.
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Dirnens, V., Skrastina, I., Popelis, J. et al. Synthesis of isoxazolinylxanthines. Chem Heterocycl Compd 43, 193–196 (2007). https://doi.org/10.1007/s10593-007-0031-z
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DOI: https://doi.org/10.1007/s10593-007-0031-z