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A simple approach to the synthesis of highly functionalized 3-alkylidene-2,3-dihydro-1H-pyrrole-2-ol derivatives and related pyrroles

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Abstract

The reaction of various primary amines with acetylenic esters at ambient temperature in THF/H2O (50:50) produced related enaminones. Subsequently reaction of these in situ prepared enaminones with dibenzoylacetylene leads to 3-alkylidene-2,3-dihydro-1H-pyrrol-2-ol derivatives in good yields. The reaction of these products with various alcohols in the presence of a catalytic amount of HCl produced highly functionalized pyrroles in nearly quantitative yields.

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Acknowledgements

The corresponding author thanks Professor Issa Yavari, The best teacher in author’s life, for his encouragement.

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Correspondence to Farough Nasiri.

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Nasiri, F., Pourdavaie, K. A simple approach to the synthesis of highly functionalized 3-alkylidene-2,3-dihydro-1H-pyrrole-2-ol derivatives and related pyrroles. Mol Divers 11, 37–45 (2007). https://doi.org/10.1007/s11030-007-9055-7

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