Tetrahedron Letters p. 1093 - 1096 (2016)
Update date:2022-08-29
Topics:
Supranovich, Vyacheslav I.
Vorob'ev, Aleksey Yu.
Borodkin, Gennady I.
Gatilov, Yury V.
Shubin, Vyacheslav G.
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.
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