I2 or I2/PIFA one-pot induced system for rapid synthesis of chalcogenated enamides, uracils or 2-pyridones under mild conditions - Archive ouverte HAL
Article Dans Une Revue New Journal of Chemistry Année : 2024

I2 or I2/PIFA one-pot induced system for rapid synthesis of chalcogenated enamides, uracils or 2-pyridones under mild conditions

Résumé

We have developed a protocol for the β-C(sp2)–H chalcogenylation of both endo- and exo-cyclic enamides using stoichiometric amounts of molecular iodine and dichalcogenides at room temperature, completing the reaction within a mere five minutes and in an open-air environment. This method yields a diverse array of sulfenylated and selenated enamide compounds, including 5-phenylsulfanyl and 5-phenylselanyl uracil, under mild and metal-free conditions. Treating the endo-cyclic chalcogenated enamides with PIFA for five minutes, through a sequential one-pot process, leads to valuable 5-thio- and 5-seleno-2-pyridones with a free C-3 position.

Domaines

Chimie organique
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dimanche 2 mars 2025
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Dates et versions

hal-04683876 , version 1 (02-09-2024)

Identifiants

Citer

Hamdi Sanaa, Ismaël Dondasse, Pascal Retailleau, Cyril Nicolas, Isabelle Gillaizeau. I2 or I2/PIFA one-pot induced system for rapid synthesis of chalcogenated enamides, uracils or 2-pyridones under mild conditions. New Journal of Chemistry, 2024, 48, pp.12793. ⟨10.1039/d4nj01989j⟩. ⟨hal-04683876⟩
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