5825-71-8Relevant academic research and scientific papers
Study on selectivity in the reaction of 2-substituted pyridinium-N-imines with dimethyl acetylenedicarboxylate
Supranovich, Vyacheslav I.,Vorob'ev, Aleksey Yu.,Borodkin, Gennady I.,Gatilov, Yury V.,Shubin, Vyacheslav G.
supporting information, p. 1093 - 1096 (2016/03/09)
Reactions of 2-X-pyridinium-N-imines (X = F, Cl, Br, CN, OPh, NH2, N-morpholine) with dimethyl acetylenedicarboxylate (DMAD) have been studied. In the case of X = Cl, Br, CN, OPh both 7-substituted- and 7-H-pyrazolo[1,5-a]pyridines are formed. The 7-H/7-X ratio usually increases with the growing solvent polarity. The reaction of N-amino-2-iminopyridine with DMAD gives substituted pyrido[1,2-b][1,2,4]triazine.
Unexpected cleavage of the Cpy-Cpybond in the reaction of 2,2′-bipyridine N,N′-diimines with acetylenes
Supranovich, Vyacheslav I.,Borodkin, Gennady I.,Vorob'Ev, Aleksey Yu.,Shubin, Vyacheslav G.
supporting information, p. 5377 - 5380 (2015/02/02)
An unusual cleavage of the Cpy-Cpybond in the reaction of 2,2′-bipyridine N,N′-diimine and its C-methyl substituted derivatives with acetylenes is described. The effect of the solvent on the yield of 7,7′-bipyrazolo[1,5-a]pyridine-2,2′,3,3′-tetracarboxylates and the products of cleavage of the Cpy-Cpybond has been studied. The mechanism of the cleavage reaction is discussed on the basis of DFT calculations.
