Yukhtin,N.N. et al., Journal of Organic Chemistry USSR (English Translation), 1973, vol. 9, p. 511 - 513
作者:Yukhtin,N.N. et al.
DOI:——
日期:——
Reactivity of bis(arylcarbamoyl)-N-arylphenacylamine oximes. Synthesis of 1,3-dihydroimidazol-2-ones and N-unsubstituted O-arylcarbamoylhydroxylamines
作者:Necdet Coşkun
DOI:10.1016/s0040-4020(98)01046-1
日期:1999.1
N-Arylphenacylamine oximes I reacted with aryl isocyanates in refluxing benzene to give bis(arylcarbamoyl)-N-arylphenacylamine oximes 2 in good yields. Compounds 2 reacted with equimolar amount of TsOH.H2O in THF at room temperature to give imidazol-2-ones 5 and O-arylcarbamoylhydroxylammonium tosylates 6 in high yields. Compounds 2 were heated under vacuum to induce Beckmann fragmentation but the resulting products were 1,3,4-triaryl-1,3-dihydroimidazol-2-ones 5 instead of the expected 1,3-diazetidinones 4. (C) 1998 Elsevier Science Ltd. All rights reserved.
BECKER, A.;HEIZLER, W., HELV. CHIM. ACTA, 1983, 66, N 4, 1011-1017