Palladium-catalyzed difluorocarbene transfer synthesis of diaryl ketones from iodoarene and arylboronic acid

Abstract

Herein, we disclose a novel carbonylative Suzuki–Miyaura reaction for the synthesis of diaryl ketones via palladium-catalyzed difluorocarbene transfer. BrCF2CO2Et was employed as a safe and effective carbonyl surrogate. CO was readily in situ generated from the reaction of H2O with intermediate PdII[double bond, length as m-dash]CF2. The current protocol offers a pragmatic and efficient approach for the synthesis of a series of diaryl ketones with yields of up to 97%. The broad substrate scope and further synthetic applications in drugs and functional compounds indicate that this carbonylative reaction is a highly appealing strategy.

Graphical abstract: Palladium-catalyzed difluorocarbene transfer synthesis of diaryl ketones from iodoarene and arylboronic acid

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Article information

Article type
Research Article
Submitted
24 Dec 2024
Accepted
23 Feb 2025
First published
24 Feb 2025

Org. Chem. Front., 2025, Advance Article

Palladium-catalyzed difluorocarbene transfer synthesis of diaryl ketones from iodoarene and arylboronic acid

Z. Tan, T. Chen, J. Shen, J. Zhu, W. Zhong and W. Guo, Org. Chem. Front., 2025, Advance Article , DOI: 10.1039/D4QO02405B

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