Versatile access to benzhydryl-phenylureas through an unexpected rearrangement during microwave-enhanced synthesis of hydantoins

Giulio G. Muccioli, Johan Wouters, Jacques H. Poupaert, Bernadette Norberg, Wolfgang Poppitz, Gerhard K E Scriba, Didier M. Lambert

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Résumé

(Equation presented) A new access to benzhydryl-phenylureas is described. These new interesting urea derivatives were obtained by reaction of substituted benzils with substituted phenylureas under microwave irradiation. Phenylthiourea, when reacted with benzil, gave 3-phenyl-thiohydantoin. Moreover, benzylurea, as phenethylurea, gave the corresponding 3-substituted hydantoin derivatives, demonstrating that only phenylurea derivatives can result in benzhydryl-phenylureas under the applied conditions. This new reaction proved to be an easy access to substituted 1-benzhydryl-3-phenyl-ureas.

langue originaleAnglais
Pages (de - à)3599-3602
Nombre de pages4
journalOrganic Letters
Volume5
Numéro de publication20
Les DOIs
Etat de la publicationPublié - 2 oct. 2003

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    CCDC 211705: Experimental Crystal Structure Determination

    Lambert, D. M. (Contributeur), Muccioli, G. (Contributeur), NORBERG, B. (Contributeur), Poppitz, W. (Contributeur), Poupaert, J. H. (Contributeur), Scriba, G. K. E. (Contributeur) & WOUTERS, J. (Contributeur), Cambridge Crystallographic Data Centre, 1 janv. 2004

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