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1-Methylimidazole-catalyzed reaction between tosylmethyl isocyanide and dialkyl acetylenedicarboxylates:An efficient synthesis of functionalized pyrroles |
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| Authors: | Mehdi Adib Bagher Mohammadia Ehsan Sheikhia Hamid Reza Bijanzadehb a School of Chemistry University College of Science University of Tehran PO Box - Tehran Iran b |
| Institution: | a School of Chemistry, University College of Science, University of Tehran, PO Box 14155-6455, Tehran, Iran;b Department of Chemistry, Tarbiat Modarres University, PO Box 14115-175, Tehran, Iran |
| Abstract: | An efficient 1-methylimidazole-catalyzed synthesis of dialkyl 2-(4-methylphenyl)sulfonyl]-1H-pyrrole-3,4-dicarboxylates is described.The reactive 1:1 zwitterionic intermediate formed by the addition of 1-methylimidazole to dialkyl acetylenedicarboxylates is trapped by tosylmethyl isocyanide(TOSMIC) to afford the title compounds in excellent yields. |
| Keywords: | 1-Methylimidazole Tosylmethyl isocyanide Acetylenic esters Pyrrole synthesis |
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