l-Proline catalyzed synthesis of densely functionalized pyrido[2,3-d]pyrimidines via three-component one-pot domino Knoevenagel aza-Diels-Alder reaction |
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Authors: | Subhasis SamaiGanesh Chandra Nandi Sushobhan ChowdhuryMaya Shankar Singh |
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Institution: | Department of Chemistry (Centre of Advanced Study), Faculty of Science, Banaras Hindu University, Varanasi 221005, U.P., India |
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Abstract: | Highly functionalized hitherto unreported pyrido2,3-d]pyrimidines have been concisely synthesized in good yields via l-proline catalyzed one-pot three-component domino coupling of 6-amino-1,3-dimethyluracil, aldehydes, and dialkyl acetylenedicarboxylates under mild conditions for the first time. The MCR process involves Knoevenagel condensation followed by 4+2] cycloaddition reaction. No co-catalyst or activator is required for this MCR. The molecular structures of two representative pyrido2,3-d]pyrimidines 4a and 4h were confirmed by single crystal X-ray diffraction. |
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Keywords: | One-pot three-component reaction l-Proline" target="_blank">l-Proline Pyrido[2 3-d]pyrimidine Knoevenagel condensation Aza-Diels-Alder reaction |
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