Abstract
Reactions of the Z-isomers of alkylaromatic 1,2-hydroxylamino oximes (that contain the hydroxylamino group at the primary or secondary carbon atom) with methylglyoxal gave 6-acetyl-5,6-dihydro-4H-1,2,5-oxadiazines. Analogous reactions with arylglyoxals in the presence of trifluoroacetic acid afforded 6-aroyl-5,6-dihydro-4H-1,2,5-oxadiazines. It was found that phenylglyoxal in the absence of the acid yielded N-substituted α-aroylnitrone which undergoes cyclization into the corresponding oxadiazine under the action of CF3COOH.
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Dedicated to the memory of Academician N. N. Vorozhtsov on the 100th anniversary of his birth.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1146–1149, June, 2007.
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Amitina, S.A., Grigor’ev, I.A., Mamatyuk, V.I. et al. Reactions of Z-isomers of alkylaromatic 1,2-hydroxylamino oximes with methyl-and arylglyoxals. Russ Chem Bull 56, 1190–1193 (2007). https://doi.org/10.1007/s11172-007-0181-2
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DOI: https://doi.org/10.1007/s11172-007-0181-2