1379584-99-2Relevant academic research and scientific papers
Generation of 1-aryl-3-methoxycarbonylnitrilimines and their reactions with unsaturated hydrocarbons
Tomilov,Platonov,Okonnishnikova,Nefedov
experimental part, p. 1677 - 1684 (2012/09/05)
Thermolysis of 1-(4-methoxyphenyl)- and 1-(4-fluorophenyl) heptamethoxycarbonyl-3a,7a-dihydroindazoles at 135-140 °C resulted in the elimination of hexamethyl benzene-hexacarboxylate and in the generation of 1-aryl-3-methoxycarbonylnitrilimines, which were trapped by alkenes and dienes to give the corresponding (1) pyrazolines via 1,3-dipolar cycloaddition and (2) 2-oxoalken-1-oic acid hydrazones via allylic proton migration to the nitrogen atom. The reaction with tetramethylethene unexpectedly yielded substituted 5-(1-hydroxy-1-methylethyl)- or 5-acetylpyrazolinecarboxylates as the main products. The formation of the latter compounds suggests initial abstraction of the H atom from tetramethylethene and probable participation of a water molecule that supplies one more oxygen atom to the reaction products.
