180848-85-5Relevant academic research and scientific papers
Syntheses of functionalized pyrimidines from the products of addition of triphenylphosphoranylideneacetonitrile to acyl isothiocyanates
Muzychka,Smolii,Drach
, p. 1115 - 1121 (2007/10/03)
The products of addition of accessible phosphorus-containing ylide Ph 3+P-CHCN to acyl and alkoxycarbonyl isocyanates readily cyclize under the action of methanolic HCl. This reaction was used for preparing a broad range of new 5-pho
A challenging synthetic approach to phosphonium ylide-betaines of the pyrimidine series
Van Meervelt,Van Meervelt, Luc,Smolii,Smolii, Oleg B.,Mishchenko,Mishchenko, Nikolai I.,Shakhnin,Shakhnin, Dmitrii B.,Romanenko,Romanenko, Evgenii A.,Drach,Drach, Boris S.
, p. 8835 - 8852 (2007/10/03)
Adducts of the available ylide Ph3P-CHCN with acylisocyanates and their thio analogues undergo facile cyclization, promoted by hydrogen chloride in methanol, to give high yields of 2-alkyl(aryl)-4-hydroxy(mercapto)-6-oxo-1,6-dihydropyrimidin-5-yl-trip henylphosphonium chlorides suitable to prepare several types of phosphonium ylide-betaines of the pyrimidine series, the structure of which was established by chemical transformations and X-ray diffraction analysis. Despite the mesomeric character of these heterocyclic nucleophilic agents, they are alkylated in a regioselective manner, which proves this approach to be important for the synthesis of non-phosphorylated pyrimidine derivatives, which are otherwise difficult to obtain.
