Issue 71, 2022

Nucleophilic aromatic substitution of non-activated aryl fluorides with aliphatic amides

Abstract

Nucleophilic aromatic substitution (SNAr) reactions of non-activated aryl fluorides with amide enolates are reported. The reaction proceeds under relatively mild reaction conditions. Lactams also participate in the reaction to give 2-arylated lactams. DFT calculations suggest that the reaction proceeds through a concerted SNAr pathway.

Graphical abstract: Nucleophilic aromatic substitution of non-activated aryl fluorides with aliphatic amides

Supplementary files

Article information

Article type
Communication
Submitted
27 May 2022
Accepted
08 Aug 2022
First published
09 Aug 2022

Chem. Commun., 2022,58, 9898-9901

Nucleophilic aromatic substitution of non-activated aryl fluorides with aliphatic amides

A. Matsuura, Y. Ano and N. Chatani, Chem. Commun., 2022, 58, 9898 DOI: 10.1039/D2CC02999E

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