Microwave mediated facile one-pot synthesis of polyarylpyrroles from but-2-ene- and but-2-yne-1,4-diones |
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| Authors: | HSurya Prakash Rao S Jothilingam |
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| Institution: | a Department of Chemistry, Pondicherry University, Pondicherry 605 014, India
b Department of Organic Chemistry, NSR Center for Molecular Structure, Design and Synthesis, University of Nijmegen, Toernooiveld 1, Nijmegen 6525 ED, The Netherlands |
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| 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. |
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| Keywords: | Pyrrole synthesis Microwave assisted organic synthesis Alkyl and aryl ammonium formates Reduction Amination-cyclization |
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