l-Proline catalyzed synthesis of densely functionalized pyrido[2,3- d]pyrimidines via three-component one-pot domino Knoevenagel aza-Diels–Alder reaction
Highly functionalized hitherto unreported pyrido[2,3- 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. T...
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Veröffentlicht in: | Tetrahedron 2011-08, Vol.67 (33), p.5935-5941 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Highly functionalized hitherto unreported pyrido[2,3-
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 pyrido[2,3-
d]pyrimidines
4a and
4h were confirmed by single crystal X-ray diffraction.
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ISSN: | 0040-4020 1464-5416 |
DOI: | 10.1016/j.tet.2011.06.051 |