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Development of methodologies for the regioselective synthesis of four series of regioisomer isoxazoles from β-enamino diketones.

ABSTRACT: Four methodologies are reported for the regioselective synthesis of four series of regioisomer isoxazoles from cyclocondensation of β-enamino diketones and hydroxylamine hydrochloride. Regiochemical control was achieved by varying reaction conditions and substrate structure. The mild reaction conditions used to access 4,5-disubstituted, 3,4-disubtituted, and 3,4,5-trisubstituted regioisomer isoxazoles, as well as the pharmacological and synthetic potential of the products, make these novel methodologies very powerful.

SUBMITTER: Silva RGM

PROVIDER: S-EPMC9077875 | biostudies-literature | 2018 Jan

REPOSITORIES: biostudies-literature

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Development of methodologies for the regioselective synthesis of four series of regioisomer isoxazoles from β-enamino diketones.

Silva Raí G M RGM da Silva Michael J V MJV Jacomini Andrey P AP Moura Sidnei S Back Davi F DF Basso Ernani A EA Rosa Fernanda A FA

RSC advances 20180125 9

Four methodologies are reported for the regioselective synthesis of four series of regioisomer isoxazoles from cyclocondensation of β-enamino diketones and hydroxylamine hydrochloride. Regiochemical control was achieved by varying reaction conditions and substrate structure. The mild reaction conditions used to access 4,5-disubstituted, 3,4-disubtituted, and 3,4,5-trisubstituted regioisomer isoxazoles, as well as the pharmacological and synthetic potential of the products, make these novel metho ...[more]

PMID: 35539545

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