Cu-catalyzed N‑3-Arylation of Hydantoins Using Diaryliodonium Salts

A general Cu-catalyzed, regioselective method for the N-3-arylation of hydantoins is described. The protocol utilizes aryl­(trimethoxyphenyl)­iodonium tosylate as the arylating agent in the presence of triethylamine and a catalytic amount of a simple Cu-salt. The method is compatible with structural...

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Veröffentlicht in:Organic letters 2020-04, Vol.22 (7), p.2687-2691
Hauptverfasser: Neerbye Berntsen, Linn, Nova, Ainara, Wragg, David S, Sandtorv, Alexander H
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Sprache:eng
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Zusammenfassung:A general Cu-catalyzed, regioselective method for the N-3-arylation of hydantoins is described. The protocol utilizes aryl­(trimethoxyphenyl)­iodonium tosylate as the arylating agent in the presence of triethylamine and a catalytic amount of a simple Cu-salt. The method is compatible with structurally diverse hydantoins and operates well with neutral aryl groups or aryl groups bearing weakly donating/withdrawing elements. It is also applicable for the rapid diversification of pharmaceutically relevant hydantoins.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c00642