96920-91-1Relevant academic research and scientific papers
MONO ET DIFLUORATION ELECTROCHIMIQUES DE GROUPES BENZYLIQUES
Laurent, Eliane,Marquet, Bernard,Tardivel, Robert
, p. 4431 - 4444 (2007/10/02)
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, gem difluorides 3 can be directly prepared from 1.When the substituent of the phenyl ring is different of a methoxy group, a mixture of fluoride 2 and acetamide 4 is generally obtained and the ratio of these two compounds is related to cation stability.
NOUVELLE METHODE DE PREPARATION DE CETONES, ESTER ET NITRILE BENZYLIQUES α-FLUORES OU α,α-DIFLUORES
Laurent, E.,Marquet, B.,Tardivel, R.,Thiebault, H.
, p. 2359 - 2362 (2007/10/02)
By anodic oxidation in CH3CN/Et3N, 3HF benzylic ketones, ester and nitrile yield specifically corresponding monofluoro or difluoro compounds.The reaction proceeds through an α-carbonyl or an α-cyano carbocation.
