Issue 36, 2024

Deoxyfluorinated amidation and esterification of carboxylic acid by pyridinesulfonyl fluoride

Abstract

Amide bond synthesis is one of the most used reactions in medicinal chemistry. We report an amide bond formation reaction through deoxyfluorinated carboxylic acids under mild conditions using 2-pyridinesulfonyl fluoride. The reaction procedure has been used in a one-pot synthesis of amides and esters via in situ generation of acyl fluoride. This one-pot synthetic method provides easy access to amides and esters. Using this method, we have sequentially synthesized a tetrapeptide and calceolarioside-B glycoside derivative with good yields.

Graphical abstract: Deoxyfluorinated amidation and esterification of carboxylic acid by pyridinesulfonyl fluoride

Supplementary files

Article information

Article type
Communication
Submitted
23 Feb 2024
Accepted
29 Mac 2024
First published
04 Apr 2024

Chem. Commun., 2024,60, 4789-4792

Deoxyfluorinated amidation and esterification of carboxylic acid by pyridinesulfonyl fluoride

A. Neeliveettil, S. Dey, V. Nomula, S. Thakur, D. Giri, A. Santra and A. Sau, Chem. Commun., 2024, 60, 4789 DOI: 10.1039/D4CC00877D

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