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Dipyrazolo[1,5-a:4',3'-c]pyridines - a new heterocyclic system accessed via multicomponent reaction.

Beilstein journal of organic chemistry (2013-02-01)
Wolfgang Holzer, Gytė Vilkauskaitė, Eglė Arbačiauskienė, Algirdas Sačkus
RESUMEN

The synthesis of dipyrazolo[1,5-a:4',3'-c]pyridines is described. Easily obtainable 5-alkynylpyrazole-4-carbaldehydes, p-toluenesulfonyl hydrazide, and an aldehyde or ketone containing an α-hydrogen atom were reacted in a silver triflate catalyzed multicomponent reaction affording new tricyclic compounds with a dipyrazolo[1,5-a:4',3'-c]pyridine core. Detailed NMR spectroscopic investigations ((1)H, (13)C and (15)N) were undertaken with all obtained compounds.

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Sigma-Aldrich
p-Toluenesulfonyl hydrazide, 97%