Tetrahedron

Mono et difluoration electrochimiques de groupes benzyliques

E Laurent, B Marquet, R Tardivel

Index: Laurent, Eliane; Marquet, Bernard; Tardivel, Robert Tetrahedron, 1989 , vol. 45, # 14 p. 4431 - 4444

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Citation Number: 47

Abstract

Anodic oxidation of benzylic compounds 1 using CH3CN as a solvent and Et3N, 3HF as a fluorinating reagent allowed to introduce a fluorine atom in α position of electron withdrawing group via carbocation 1+(ECBECN mechanism). Whatever the E group monofluorides 2 are obtained in good yields from paramethoxy derivatives 1 (R= p-OCH3). In this case, by raising the potential of working electrode after the monofluorination step, ...