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Results of the study to assess the difference in reactivity of the formyl group present at various positions in substituted pyrazolecarbaldehydes for the Baylis-Hillman reaction under the influence of DABCO are described.

An unprecedented copper-catalyzed intramolecular amidation of substituted 4-iodopyrazoles generated either via Baylis-Hillman or Horner-Wadsworth-Emmons chemistry for the synthesis of pyrazoloA C H T U N G T R E N N U N G [4,3-b]pyridine-5-ones is described. In addition, the effect of the stereochemistry of the acrylamide on the cross-coupling reaction has been investigated and it is demonstrated that only the Z-isomer is favoured to undergo the intramolecular cyclization.