Mandal Anup, Jang Jieun, Yang Baeho, Kim Hyunwoo, Shin Kwangmin
Department of Chemistry, Sungkyunkwan University, Suwon 16419, Republic of Korea.
Department of Chemistry, Pohang University of Science and Technology (POSTECH), Pohang 37673, Republic of Korea.
Org Lett. 2023 Jan 13;25(1):195-199. doi: 10.1021/acs.orglett.2c04045. Epub 2022 Dec 30.
Herein, we report an electrocatalytic hydrofluorination of aryl-substituted alkenes with a nucleophilic fluorine source. The merger of palladium catalysis with electrooxidation enables the transformation of various substrates ranging from styrenes to more challenging α,β-unsaturated carbonyl derivatives to the corresponding benzylic fluorides. This method can also be applied to the late-stage modification of pharmaceutical derivatives. Mechanistic studies suggest that the generation of a high-valent palladium intermediate via anodic oxidation is the crucial step in this electrocatalytic hydrofluorination.
在此，我们报道了一种使用亲核氟源对芳基取代烯烃进行的电催化氢氟化反应。钯催化与电氧化的结合使得从苯乙烯到更具挑战性的α,β-不饱和羰基衍生物等各种底物能够转化为相应的苄基氟化物。该方法还可应用于药物衍生物的后期修饰。机理研究表明，通过阳极氧化生成高价钯中间体是该电催化氢氟化反应的关键步骤。
