Microwave mediated facile one-pot synthesis of polyarylpyrroles from but-2-ene- and but-2-yne-1,4-diones

H. Surya Prakash Rao, S. Jothilingam, Hans W. Scheeren

Research output: Contribution to journalArticlepeer-review

85 Scopus citations

Abstract

Several pyrrole derivates with multiple aryl substituents were prepared conveniently in a one pot-reaction from but-2-ene-1,4-diones and but-2-yne-1,4-diones via hydrogenation of the carbon-carbon double bond/triple bond followed by amination-cyclization. The reaction could be performed with ammonium formate or alkyl/arylammonium formates under Pd/C in polyethylene glycol-200 (PEG-200) under microwave irradiation. Using this procedure, different aryl-substituted pyrroles were prepared. Furthermore, studies on microwave vs thermal conditions indicate faster heating under microwave conditions was responsible for rate enhancement.

Original languageEnglish
Pages (from-to)1625-1630
Number of pages6
JournalTetrahedron
Volume60
Issue number7
DOIs
StatePublished - Feb 9 2004

Keywords

  • Alkyl and aryl ammonium formates
  • Amination-cyclization
  • Microwave assisted organic synthesis
  • Pyrrole synthesis
  • Reduction

Fingerprint

Dive into the research topics of 'Microwave mediated facile one-pot synthesis of polyarylpyrroles from but-2-ene- and but-2-yne-1,4-diones'. Together they form a unique fingerprint.

Cite this