Work

Amination and Para ‐C─H Arylation of Aryl Fluorides Enabled by α‐Methylnaphthyl (MeNAP) Palladium Catalysts

Year: 2025

Type: article

Abstract: The C─F bond is among the strongest in organic molecules and can be cleaved only by few transition metal catalysts under harsh conditions or with highly reactive nucleophiles. We herein report that a methyl naphthyl (MeNAP) palladium bromide / BrettPhos catalyst with lithium bis(trimethylsilyl)amide (LiHMDS) as the base promotes aminations of non-activated aryl fluorides already at 40-60 °C to give primary, secondary, and tertiary anilines. A related catalyst system further enables para-C─H arylations of tritylated anilines with aryl fluorides, yielding biarylamines.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.202521597

Authors: Jie Shen, Johanna Stemmer, Sourav Manna, Nikolaos V. Tzouras, Lukas J. Gooßen

Institution: Ruhr University Bochum

Language: English

Topic: Catalytic C–H Functionalization Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $5,510

Funders: Deutsche Forschungsgemeinschaft, China Scholarship Council