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Carboxylic Acid Deoxyfluorination and One-Pot Amide Bond Formation Using Pentafluoropyridine (PFP)

Brittain, William D.G.; Cobb, Steven L.

Carboxylic Acid Deoxyfluorination and One-Pot Amide Bond Formation Using Pentafluoropyridine (PFP) Thumbnail


Authors



Abstract

This work describes the application of pentafluoropyridine (PFP), a cheap commercially available reagent, in the deoxyfluorination of carboxylic acids to acyl fluorides. The acyl fluorides can be formed from a range of acids under mild conditions. We also demonstrate that PFP can be utilized in a one-pot amide bond formation via in situ generation of acyl fluorides. This one-pot deoxyfluorination amide bond-forming reaction gives ready access to amides in yields of ≤94%.

Citation

Brittain, W. D., & Cobb, S. L. (2021). Carboxylic Acid Deoxyfluorination and One-Pot Amide Bond Formation Using Pentafluoropyridine (PFP). Organic Letters, 23(15), https://doi.org/10.1021/acs.orglett.1c01953

Journal Article Type Article
Online Publication Date Jul 12, 2021
Publication Date 2021
Deposit Date Nov 16, 2021
Publicly Available Date Nov 16, 2021
Journal Organic Letters
Print ISSN 1523-7060
Electronic ISSN 1523-7052
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 23
Issue 15
DOI https://doi.org/10.1021/acs.orglett.1c01953
Public URL https://durham-repository.worktribe.com/output/1223014

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http://creativecommons.org/licenses/by/4.0/

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