Tetrahedron

A new efficient synthesis of imidazolinones and quinazolinone by intramolecular aza-Wittig reaction

H Takeuchi, S Hagiwara, S Eguchi

Index: Takeuchi, Hisato; Hagiwara, Satoshi; Eguchi, Shoji Tetrahedron, 1989 , vol. 45, # 20 p. 6375 - 6386

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Citation Number: 115

Abstract

A new synthesis of imidazolinones and quinazolinones by intramolecular aza-Wittig reaction is described. Readily available azido substituted imides 4, 6, 10, and 12 reacted with triphenylphosphine or tributylphosphine to afford the corresponding imidazolinones 1, 7 and quinazolinones 2, 12 via the Staudinger reaction, followed by an intramolecular aza-Wittig reaction.