Synthesis 2021; 53(04): 653-665
DOI: 10.1055/s-0040-1705951
short review

Recent Advances in the Synthesis of Acyl Fluorides

Marie Gonay
,
Chloé Batisse
,
We thank the Natural Sciences and Engineering Research Council of Canada (NSERC), the Fonds de recherche du Québec – Nature et technologies (FRQNT), OmegaChem, and the Université Laval.


Abstract

Acyl fluorides are valuable intermediates in organic synthesis. They are increasingly employed in peptide synthesis, in challenging esterification and amidation reactions or in transition-metal-catalyzed transformations. This review summarizes recent advances in their preparation.

1 Introduction

2 Nucleophilic Fluorination

2.1 α-Fluoroamine Reagents

2.2 Sulfur-Based Reagents

2.3 Metal Catalysts

2.4 Phosphorus-Based Reagents

2.5 N,N′-Dicyclohexylcarbodiimide/HF·Pyridine

2.6 Uranium Hexafluoride

2.7 Bromine Trifluoride

3 Radical Fluorination

4 Conclusion



Publication History

Received: 03 September 2020

Accepted: 28 September 2020

Publication Date:
27 October 2020 (online)

© 2020. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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