Organic letters

Direct Electrophilic α-Fluorination of Imines: Efficient Synthesis of Mono-and Difluoroimines

…, E Van Hende, R Surmont, N De Kimpe

Index: Verniest, Guido; Van Hende, Eva; Surmont, Riccardo; De Kimpe, Norbert Organic Letters, 2006 , vol. 8, # 21 p. 4767 - 4770

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Citation Number: 37

Abstract

A mild and efficient procedure to synthesize α-fluoro-and α, α-difluoroimines was developed. Various N-alkylimines derived from acetophenones were successfully monofluorinated using NFSI (N-fluorobenzenesulfonimide) in a mixture of CH3CN and DMF at 0° C. Alternatively, the same procedure without DMF gave rise to difluorinated imines when performed at room temperature. The obtained α-and α, α-difluorinated imines were ...