1,2,3-Triazol-1-imines. 1. The Synthesis and Lead Tetraacetate Oxidation of Biacetyl Benzoylhydrazone Arylhydrazones to the Novel 2-Aryl-N-benzoyl-4,5-dimethyl-1,2,3-triazol-1-imines
The synthesis and the Pb(OAc)4 oxidation of the mixed bishydrazones of biacetyl 7 was studied.The formation of the novel N-benzoyl-1,2,3-triazol-1-imines 9 from the oxidation of 7 provided support to the proposed in the past mechanism for the oxidation of bis-aroylhydrazones of α-dicarbonyl compounds 4.Thermolysis and photolysis of 9a in DMSO was carried out.The results suggested that benzoylnitrene was formed in the photochemical reaction, and therefore compounds such as 9 could serve as non-azide aroyl nitrene precursors.For 9a the results of the X-ray analysis were correlated with charge densities and bond orders gleaned by the MNDO method.Product 9d was alternatively synthesized by the addition of photochemically generated bezoylnitrene to the 1,2,3-triazole 21.
Hadjiantoniou-Maroulis, C. P.,Maroulis, A. J.,Terzis, A.,Mentzafos, D.
p. 2252 - 2257
(2007/10/02)
Reactions of Substituted Hydrazines with Glyoxal
Substituted hydrazines have been reacted with glyoxal to yield bis(hydrazone) derivatives.Cyclized products were not observed.Thermal decomposition of the glyoxal adducts was investigated.
Gallucci, Robert R.
p. 217 - 219
(2007/10/02)
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