Journal
TETRAHEDRON
Volume 60, Issue 7, Pages 1625-1630Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2003.11.087
Keywords
pyrrole synthesis; microwave assisted organic synthesis; alkyl and aryl ammonium formates; reduction; amination-cyclization
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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. (C) 2003 Elsevier Ltd. All rights reserved.
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