Synthesis and reactivity of 1-substituted 2-fluoro-and 2, 2-difluoroaziridines

…, F Colpaert, E Van Hende, N De Kimpe

Index: Verniest, Guido; Colpaert, Filip; Van Hende, Eva; De Kimpe, Norbert Journal of Organic Chemistry, 2007 , vol. 72, # 22 p. 8569 - 8572

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Citation Number: 21

Abstract

A straightforward synthesis toward 2-fluorinated aziridines was developed via ring closure of β-fluorinated β-chloroamines, which were obtained via reduction of the corresponding α- fluorinated amides by borane. When 1-benzyl-2-fluoroaziridine was treated with methanol, reaction occurred at the 2-position, giving rise to N-benzyl-2, 2-dimethoxyethylamine, while in the case of 1-benzyl-2, 2-difluoroaziridine the 3-position was attacked, giving rise to N- ...