Tetrahedron

Synthesis of aryl (difluoromethylenephosphonates) via electrophilic fluorination of α-carbanions of benzylic phosphonates with N-fluorobenzenesulfonimide

SD Taylor, CC Kotoris, AN Dinaut, MJ Chen

Index: Taylor, Scott D.; Kotoris, Christopher C.; Dinaut, A. Nicole; Chen, Mei-Jin Tetrahedron, 1998 , vol. 54, # 9 p. 1691 - 1714

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Citation Number: 69

Abstract

The electrophilic fluorination of a wide variety of benzylic phosphonates with N- fluorobenzenesulfonimide has been examined. The fluorination reaction proceeds well in the presence of an array of functional groups such as nitro, bromo, ketone, ester, phenyl and ether groups. Phenyl and biphenyl derivatives containing two α, α- difluoromethylenephosphonate groups can also be prepared. This procedure is ...

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