三氟甲基化
化学
二氟卡宾
试剂
三氟甲基
亲核细胞
氟
氟化物
氧化还原
铜
有机化学
组合化学
无机化学
催化作用
烷基
作者
Zhenlei Zou,Wenju Chang,Weigang Zhang,Shengyang Ni,Yi Pan,Yong Liang,Donghui Pan,Yi Wang
标识
DOI:10.1016/j.jfluchem.2023.110114
摘要
Trifluoromethyl copper (CuCF3), as a diverse fluorination reagent, has been widely used in trifluoromethylation, perfluoroalkylation, and difluorocarbene reactions. However, it has rarely been reported as a single fluorine source involved in nucleophilic fluorination reactions. This work describes a general strategy involving copper-mediated deoxyfluorination of redox-active esters to rapidly access various aliphatic and aromatic acyl fluorides. The highly active CuF species could be generated from either copper fluoride salts or CuCF3. A plausible mechanism of CuCF3 forming an [F-CuCF2F5]- intermediate and NHBC ester forming acyl fluoride has been derived from DFT calculations.
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