725698-72-6Relevant academic research and scientific papers
Intramolecular cyclization of O-(3,5-dinitrophenyl) and O-(3-amino-5-nitrophenyl) ketoximes, products of transformations of 1,3,5-trinitrobenzene. the synthesis of nitrobenzo[b]furans and 4-hydroxynitroindoles
Vorob'ev,Dutov,Vatsadze,Petrosyan,Kachala,Strelenko,Shevelev
, p. 1020 - 1027 (2008/09/17)
O-(3,5-Dinitrophenyl) ketoximes obtained in the reactions of ketoximes with 1,3,5-trinitrobenzene undergo acid-catalyzed cyclization into 2-substituted or 2,3-disubstituted 4,6-dinitrobenzo[b]furans. In analogous cyclization, products of selective reduction of a nitro group in O-(3,5-dinitrophenyl) ketoximes unexpectedly yield, along with 6-amino-4-nitrobenzofurans, 4-hydroxy-6- nitroindoles. The 4-NO2 group is displaced from 4,6-dinitrobenzo[b] furans in reactions with thiols in the presence of K2CO3. Conditions for nitration and sulfochlorination of 4,6-dinitrobenzo[b]furans in position 3 were found. Condensation of a 2-methyl derivative with dimethylformamide acetal was accomplished.
Synthesis of 4,6-dinitrobenzo[b]furans from 1,3,5-trinitrobenzene
Dutov, Mikhail D.,Vatsadze, Irina A.,Vorob'ev, Sergei S.,Shevelev, Svyatoslav A.
, p. 202 - 204 (2007/10/03)
O-3,5-Dinitrophenylketoximes obtained by treatment of ketoximes with 1,3,5-trinitrobenzene undergo acid-catalysed cyclization to give 4,6-dinitrobenzo[b]furans substituted at the 2- or 2- and 3-positions.
