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

ABSTRACT: 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.

SUBMITTER: Zanakhov TO

PROVIDER: S-EPMC9235835 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature

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

Zanakhov Timur O TO Galenko Ekaterina E EE Novikov Mikhail S MS Khlebnikov Alexander F AF

Beilstein journal of organic chemistry 20220623

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)<sub>6</sub>-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. ...[more]

PMID: 35821697

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