N-Fluoro-N-alkylsulfonamides: useful reagents for the fluorination of carbanions

WE Barnette

Index: Barnette, W. E. Journal of the American Chemical Society, 1984 , vol. 106, # 2 p. 452 - 454

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Citation Number: 177

Abstract

FdNZ by standard chromatographic techniques. In a typical reaction, the N-alkylsulfonamide is dissolved in a mixture of CFCl,/CHCl,(1: l) and the solution cooled to-78 OC. An equivalent amount of fluorine (1-5% in nitrogen) is then bubbled through the solution over 4-6 h. A variety of fluorosulfonamides can be prepared in this way as shown in Table I. The sulfonamides of amines possessing a primary alkyl substituent afford higher yields of the ...