Issue 8, 2024
From the journal:

Chemical Communications

Peptide coupling using recyclable bicyclic benziodazolone†

Daigo Uehara,a   Sota Adachi,b   Akira Tsubouchi,a   Yohei Okada, ORCID logo b   Viktor V. Zhdankin, ORCID logo c   Akira Yoshimura ORCID logo d  and  Akio Saito ORCID logo *a  

* Corresponding authors

a Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology, 2-24-16 Naka-cho, Koganei, Tokyo 184-8588, Japan
E-mail: akio-sai@cc.tuat.ac.jp

b Department of Applied Biological Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan

c Department of Chemistry and Biochemistry, University of Minnesota, Duluth, MN, USA

d Faculty of Pharmaceutical Sciences, Aomori University, 2-3-1 Kobata, Aomori 030-0943, Japan

Abstract

We report a greener peptide coupling using bicyclic benziodazolone and triarylphosphine as coupling reagents. Bicyclic benziodazolone also works as a base and can be recovered as the corresponding iodine(I) compound after use, which can be converted to the original iodine(III) reagent by electrolytic oxidation.

Graphical abstract: Peptide coupling using recyclable bicyclic benziodazolone

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Article information

DOI
https://doi.org/10.1039/D3CC04431A
Article type
Communication
Submitted
07 Sep 2023
Accepted
18 Dec 2023
First published
18 Dec 2023

Chem. Commun., 2024,60, 956-959

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Peptide coupling using recyclable bicyclic benziodazolone

D. Uehara, S. Adachi, A. Tsubouchi, Y. Okada, V. V. Zhdankin, A. Yoshimura and A. Saito, Chem. Commun., 2024, 60, 956 DOI: 10.1039/D3CC04431A

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