Three-Component, One-Pot Sequential Synthesis of 1,3-Disubstituted 5-Arylhydantoins

Abstract

Reaction of carbodiimides with α-Br(Cl)-aryl acetic acids produces N,N′-substituted 5-arylhydantoins under very mild conditions and high yields. When the carbodiimides are generated in situ by Staudinger reaction, the process becomes a one-pot, three-component sequential synthesis of libraries of differently substituted 5-arylhydantoins.

Key words

heterocycles - multicomponent reactions - combinatorial chemistry - carbodiimides - sequential synthesis

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11

The reaction was carried out in dioxane because carbodiimide 2f was insoluble in CH₂Cl₂.

12

The lower yields obtained with N,N′-dialkylcarbodiimides in the three-component process are probably due to lower yields in the Staudinger reaction.