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Cu-catalyzed <i>N</i>-3-Arylation of Hydantoins Using Diaryliodonium Salts

Linn Neerbye Berntsen, Ainara Nova, David S. Wragg, Alexander H. Sandtorv

2020Organic Letters21 citationsDOIOpen Access PDF

Abstract

-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.

Topics & Concepts

ChemistryArylCatalysisRegioselectivityTriethylamineCombinatorial chemistrySalt (chemistry)Organic chemistryMedicinal chemistryAlkylChemical Synthesis and ReactionsSynthesis and Catalytic ReactionsOxidative Organic Chemistry Reactions