157731-12-9Relevant academic research and scientific papers
One-pot synthesis of novel (2-Oxo-1,2-dihydropyridin-3-yl)-1,3,5- triazine derivatives from methyl 2-(N- triphenylphosphoranylidene)aminonicotinate, aryl isocyanates and primary amines: Sequential aza-wittig /cycloaddition / ring-transformation reactions
Okawa, Tomohiro,Osakada, Naoto,Eguchi, Shoji,Kakehi, Akikazu
, p. 16061 - 16082 (2007/10/03)
(2-Oxo-1,2-dihydropyridin-3-yl)-1,3,5-triazine derivatives 10 were obtained unexpectedly, in stead of pyrido[2,3-d]pyrimidine derivatives, by the intermolecular aza-Wittig reaction of methyl 2-(N- triphenylphosphoranylidene)aminonicotinate 3 with aryl isocyanates followed by attempted heterocylization by use of prim-amines. A novel sequential aza- Wittig / cycloaddition / ring-transformation mechanism for the formation of 10 has been reported based on the isolation and characterization of the key intermediates, pyrido[1,2-a][1,3,5]triazines 15 formed via [4+2] cycloaddition of the initially produced carbodiimide with aryl isocyanates.
Methyl 3-(triphenylphosphoranylideneamino)pyrazine-2-carboxylate: Synthesis, crystal structure and use in pteridin-4(3H)-ones synthesis
Okawa, Tomohiro,Eguchi, Shoji,Kakehi, Akikazu
, p. 247 - 254 (2007/10/03)
The title iminophosphorane 6 has been prepared from methyl 3-aminopyrazine-2-carboxylate 1 by a modified Kirsanov method using a triphenylphosphine-hexachloroethane-triethylamine system. The crystal structure of 6 illustrated an iminophosphorane function (N=P bond). 2,3-Disubstituted pteridin-4(3H)-ones were obtained in a one-pot reaction of 6 with isocyanates, followed by heterocyclization on addition of alcohols or amines.
