145930-40-1Relevant articles and documents
N -Bromosuccinimide as a Brominating Agent for the Transformation of N -H (or N -Benzyl) Ketoaziridines into Oxazoles
Samimi, Heshmat A.,Dadvar, Farkhondeh
, p. 1899 - 1904 (2015/06/30)
A novel procedure for the direct synthesis of 2,5-diaryloxazoles starting from N-H ketoaziridines is described. The method proceeds via the in situ formation of N-bromoketoaziridines in the presence of N-bromosuccinimide followed by the generation of intermediate azomethine ylides. A plausible mechanism for this transformation is proposed.
Direct arylations on water: Synthesis of 2,5-disubstituted oxazoles balsoxin and texaline
Ohnmacht, Stephan A.,Mamone, Patrizia,Culshaw, Andrew J.,Greaney, Michael F.
, p. 1241 - 1243 (2008/12/21)
An efficient two-step palladium catalysed synthesis of 2,5-disubstituted oxazoles is reported. The Royal Society of Chemistry.
Formation of Acyl-Substituted Nitrile Ylides by Rh2(OAc)4-Catalyzed Decomposition of α-Diazocarbonyl Compounds in Nitriles
Fukushima, Kazuaki,Ibata, Toshikazu
, p. 3469 - 3482 (2007/10/03)
The Rh2(OAc)4-catalyzed reactions of α-diazocarbonyl compounds in nitrile in the presence of dimethyl acetylenedicarboxylate (DMAD) gave oxazole and pyrrole derivatives.The formation of the oxazole derivatives is explained in terms of the 1,5-cyclization of an acyl-substituted nitrile ylide intermediate, and the formation of the pyrrole derivatives is explained by the 1,3-dipolar cycloaddition of the same intermediate with DMAD.The regiochemistry of the cycloaddition of the acyl-substituted nitrile ylide with methyl propiolate showed that the contribution of an allenyl-type resonance structure plays an important role in the acyl-substituted nitrile ylide reaction.