Tetrahedron letters

A highly selective synthesis of α-monofluoro-and α-monochloro-benzylphosphonates using electrophilic halogenation of benzylphosphonates carbanions

B Iorga, F Eymery, P Savignac

Index: Iorga, Bogdan; Eymery, Frederic; Savignac, Philippe Tetrahedron Letters, 1998 , vol. 39, # 22 p. 3693 - 3696

Full Text: HTML

Citation Number: 21

Abstract

The selective electrophilic monofluorination and monochlorination of a wide variety of diethyl benzylphosphonates have been realized in a one-pot procedure. The monohalogenation was accomplished by intermediate of a benzylic carbanion protected with TMSCI using N-fluorobenzenesulfonimide (NFBS) and hexachloroethane, respectively. After mild removal of protecting group, this procedure delivers the α- ...