Uehara D,
Adachi S,
Tsubouchi A,
Okada Y,
Zhdankin VV,
Yoshimura A,
Saito A.
*
Tokyo University of Agriculture and Technology, Japan
Peptide Coupling Using Recyclable Bicyclic Benziodazolone.
Chem. Commun. 2024;
60: 956-959
DOI:
10.1039/D3CC04431A
Key words
peptide coupling - bicyclic benziodazolones - recyclable reagent - triarylphosphines
Significance
The coupling reaction between carboxylic acids and amines using coupling reagents is generally used for the synthesis of peptides. However, this reaction generates a large amount of waste derived from the coupling reagent. The authors have developed a peptide coupling using recyclable bicyclic benziodazolones.
Comment
This coupling reaction using bicyclic benziodazolones A or B produced various dipeptides in high to good yield. After the reaction, A and B could be recovered as I(I) species. Also, electrochemical oxidation of this I(I) species reproduced A and B, and these regenerated A and B promoted a peptide coupling reaction.
