Synthesis of ferrocenyl pyrazoles by the reaction of 3-ferrocenylpropynal with hydrazinium salts


ZORA M., PİNAR A. N. , Odabasoglu M., Bueyuekguengoer O., Turgut G.

JOURNAL OF ORGANOMETALLIC CHEMISTRY, vol.693, no.1, pp.145-154, 2008 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 693 Issue: 1
  • Publication Date: 2008
  • Doi Number: 10.1016/j.jorganchem.2007.10.035
  • Journal Name: JOURNAL OF ORGANOMETALLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.145-154
  • Keywords: ferrocene, pyrazole, hydrazine, propynal, cyclization, condensation, ESTROGEN-RECEPTOR MODULATORS, ONE-POT SYNTHESIS, ACTIVITY IN-VITRO, REGIOSELECTIVE SYNTHESIS, ANTIMALARIAL ACTIVITY, ORGANOMETALLIC ANALOG, DIACETYLENIC KETONES, EFFICIENT SYNTHESIS, CRYSTAL-STRUCTURES, BUILDING-BLOCK

Abstract

Synthesis of ferrocenyl-substituted pyrazoles via the reaction between 3-ferrocenylpropynal and hydrazinium salts is described. Depending upon the substitution pattern of hydrazine derivative, the reaction affords 1-alkyl/aryl-5-ferrocenylpyrazoles and/or 1-alkyl/aryl-3-ferrocenylpyrazoles. Structures of 5-ferrocenyl-1-phenyl-1H-pyrazole, 1-benzyl-5-ferrocenyl-1H-pyrazole and 2-(3-ferrocenylpyrazol-1-yl)ethanol were identified by X-ray crystallography. (c) 2007 Elsevier B.V. All rights reserved.