I2 or I2/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(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 div...

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Veröffentlicht in:	New journal of chemistry 2024-07, Vol.48 (28), p.12793-12799
Hauptverfasser:	Hamdi Sanaa, Dondasse, Ismaël, Retailleau, Pascal, Nicolas, Cyril, Gillaizeau, Isabelle
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemical Sciences Iodine Organic chemistry Room temperature Uracil
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container_issue	28
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container_title	New journal of chemistry
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creator	Hamdi Sanaa Dondasse, Ismaël Retailleau, Pascal Nicolas, Cyril Gillaizeau, Isabelle
description	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.
doi_str_mv	10.1039/d4nj01989j
format	Article
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source	Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects	Chemical Sciences Iodine Organic chemistry Room temperature Uracil
title	I2 or I2/PIFA one-pot induced system for rapid synthesis of chalcogenated enamides, uracils or 2-pyridones under mild conditions
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