Nickel-Catalyzed Reductive Coupling for Transforming Unactivated Aryl Electrophiles into β-Fluoroethylarenes.

We report herein a facile synthetic method for converting unactivated (hetero)aryl electrophiles into β-fluoroethylated (hetero)arenes via nickel-catalyzed reductive cross-couplings. This coupling reaction features the involvement of FCH2CH2 radical intermediate rather than β-fluoroethyl manganese species which provides effective solutions to the problematic β-fluoride side eliminations. The practical value of this protocol is further demonstrated by the late-stage modification of several complex ArCl or ArOH-derived bioactive molecules.
PMID: 31755237 [PubMed - as supplied by publisher]

Source: Chemistry, an Asian Journal - November 20, 2019 Category: Chemistry Authors: Yang Y, Luo G, Li Y, Tong X, He M, Zeng H, Jiang Y, Liu Y, Zheng Y Tags: Chem Asian J Source Type: research