Organic letters

Directed ortho lithiation of N-alkylphenylaziridines

V Capriati, S Florio, R Luisi, B Musio

Index: Capriati, Vito; Florio, Saverio; Luisi, Renzo; Musio, Biagia Organic Letters, 2005 , vol. 7, # 17 p. 3749 - 3752

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Citation Number: 50

Abstract

The ortho lithiation-trapping sequence of phenylaziridines is described. This methodology, which counts on the ability of the aziridino group to act as a directed metalation group (DMG), provides an easy access to functionalized arylaziridines as well as to phthalans and phthalides. The importance of the aziridine N-substituent in this DoM reaction is stressed as well.