4.7 Article

Synthesis of acyl fluorides via photocatalytic fluorination of aldehydic C-H bonds

Journal

CHEMICAL COMMUNICATIONS
Volume 54, Issue 71, Pages 9985-9988

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc06375c

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Acyl fluorides are versatile acylating agents owing to their unique stability. Their synthesis, however, can present challenges and is typically accomplished through deoxyfluorination of carboxylic acids. Here, we demonstrate that acyl fluorides can be prepared directly from aldehydes via a C(sp(2))-H fluorination reaction involving the inexpensive photocatalyst sodium decatungstate and electrophilic fluorinating agent N-fluorobenzenesulfonimide. This convenient fluorination strategy enables direct conversion of aliphatic and aromatic aldehydes into acylating agents.

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