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First Copper‐Catalyzed Intramolecular Amidation in Substituted 4‐Iodopyrazoles Leading to the Synthesis of Pyrazolo[4,3‐<i>b</i>]‐ pyridin‐5‐ones
31
Citations
48
References
2009
Year
Natural SciencesDiversity-oriented SynthesisCopper‐catalyzed Intramolecular AmidationHorner–wadsworth–emmons ChemistryOrganic ChemistryOrganometallic CatalysisIntramolecular CyclizationChemistrySubstituted 4‐IodopyrazolesHeterocycle ChemistryPharmacologyStereoselective SynthesisSynthetic Chemistry
Abstract An unprecedented copper‐catalyzed intramolecular amidation of substituted 4‐iodopyrazoles generated either via Baylis–Hillman or Horner–Wadsworth–Emmons chemistry for the synthesis of pyrazolo[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.
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