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Title
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Synthesis of Fluorinated Dialkyl 1-Aryl-4-alkoxy-5-oxo-2,5-dihydro-1H-pyrrole-2,3-dicarboxylates
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Type
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Presentation
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Keywords
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dialkyl acetylenedicarboxylates, triphenylphosphine, atropisomerism
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Abstract
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Five memberd ring lactams have successfully been used in routes to various alkaloids and are suitable precursors for unusual y-amino acids such as statine and its analogues. There are also many examples of pyrroline-containing natural products with Interesting pharmacological activates. Typical examples are the antitumor alkaloide Jatropham and the platelet aggregation inhibitor PI- 091. As part of our current studies on the development of new routes to heterocyclic and carbocyclic systems [1] we now report a simple one-pet synthesis of’ highly fictionalized 3-pyrrolin- 5-ones 3. Thus. reaction of dialkyl acetylenedicarboxylates 1 with alkyl 2-arylamino-2-oxo-acetates 2 in the presence of triphenylphosphine leads to the corresponding dialkyl 1 -aryl-4-alkoxy-5-oxo- 2.5-dihydro-1H- pyrrole-2,3-dicarboxylates 3a-3g in good yields (Scheme 1).
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Researchers
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Hoorieh Djahaniani (Third Researcher), yavari Issa (Second Researcher), Farough Nasiri (First Researcher)
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