Abstract
The trifluoromethyl group placed in the α position to the CO group impacts the conformation around F–C–CO bond.
Highlights
An amide bond is of key importance for all living organisms as the main chemical bond linking amino acids in peptides and proteins
For F and H in trans arrangement coupling constant J varies from 27–32 Hz, while for cis geometry of the double bond J ranges from 4–6 Hz.[24,25,26]
Our experimental results have demonstrated that the hydrolysis reactions of enamines have given 3,3,3-trifluoropropionamides, Experimental section
Summary
An amide bond is of key importance for all living organisms as the main chemical bond linking amino acids in peptides and proteins. Peptides play a crucial role in most of the biological processes, such as enzymatic catalysis, immune protection and others.[1,2] Fluorinated amides are very interesting species in the design of peptide mimetics, as amino acid derivatives and as traditional fluorine modified drugs.[3,4] It is well known that the introduction of fluorine or fluorine-containing groups into organic molecules can cause considerable changes in the physical, chemical and biological properties.[5,6,7] Fluorination can change biological activity, as well as physical properties such as lipophilicity etc. A-hydroxya-trifluoromethylated amides arouse interest due to their structural analogy to some of the antiandrogens used in the treatment of prostate cancer in humans.[11]
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