An isoxazole strategy for the synthesis of 4-oxo-1,4-dihydropyridine-3-carboxylates

An isoxazole strategy for the synthesis of 4-oxo-1,4-dihydropyridine-3-carboxylates

A method has been developed for the preparation of 2-alkyl-6-aryl-, 2-aryl-6-aryl and 2,6-diaryl-5-aryl/hetaryl-substituted methyl 4-oxo-1,4-dihydropyridine-3-carboxylates by Mo(CO) 6 -mediated ring expansion of methyl 2-(isoxazol-5-yl)-3-oxopropanoates. The high reactivity of 4-oxo-1,4-dihydropyrid...

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Veröffentlicht in:Beilstein journal of organic chemistry 2022-06, Vol.18 (1), p.738-745
Hauptverfasser: Zanakhov, Timur O, Galenko, Ekaterina E, Novikov, Mikhail S, Khlebnikov, Alexander F
Format: Artikel
Sprache:eng
Schlagworte:
4-pyridone
Acids
Chemistry
Dihydropyridine
Full Research Paper
isoxazole
methyl nicotinate
molybdenum hexacarbonyl
ring expansion
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Zusammenfassung:A method has been developed for the preparation of 2-alkyl-6-aryl-, 2-aryl-6-aryl and 2,6-diaryl-5-aryl/hetaryl-substituted methyl 4-oxo-1,4-dihydropyridine-3-carboxylates by Mo(CO) 6 -mediated ring expansion of methyl 2-(isoxazol-5-yl)-3-oxopropanoates. The high reactivity of 4-oxo-1,4-dihydropyridine-3-carboxylates synthesized provide easy access to 2,4,6-triaryl-substituted and 1,2,5,6-tetrasubstituted nicotinates.
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.18.74