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Synlett 2008(19): 3016-3020
DOI: 10.1055/s-0028-1087352
DOI: 10.1055/s-0028-1087352
LETTER
© Georg Thieme Verlag
Stuttgart ˙ New York
Three-Component, One-Pot Sequential Synthesis of 1,3-Disubstituted 5-Arylhydantoins
Weitere Informationen
Received
6 August 2008
Publikationsdatum:
12. November 2008 (online)
Publikationsverlauf
Publikationsdatum:
12. November 2008 (online)
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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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References and Notes
The reaction was carried out in dioxane because carbodiimide 2f was insoluble in CH2Cl2.
12The lower yields obtained with N,N′-dialkylcarbodiimides in the three-component process are probably due to lower yields in the Staudinger reaction.