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

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

We have developed a protocol for the β-C(sp 2 )–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...

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Veröffentlicht in:New journal of chemistry 2024-07, Vol.48 (28), p.12793-12799
Hauptverfasser: Sanaa, Hamdi, Dondasse, Ismaël, Retailleau, Pascal, Nicolas, Cyril, Gillaizeau, Isabelle
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container_end_page 12799
container_issue 28
container_start_page 12793
container_title New journal of chemistry
container_volume 48
creator Sanaa, Hamdi
Dondasse, Ismaël
Retailleau, Pascal
Nicolas, Cyril
Gillaizeau, Isabelle
description We have developed a protocol for the β-C(sp 2 )–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.
doi_str_mv 10.1039/D4NJ01989J
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title I 2 or I 2 /PIFA one-pot induced system for rapid synthesis of chalcogenated enamides, uracils or 2-pyridones under mild conditions
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