Issue 13, 2023

Arylseleninic acid derivative decomposition towards Se(ii)-based electrophiles: an elegant approach to construct 3-selanyl-imidazopyridines

Abstract

Benzeneseleninic acid (BSA) derivatives were used as an alternative, but extremely useful, source of Se(II)-based electrophiles, generated in situ by thermal decomposition, to construct C–Se bonds, accessing 3-selanylimidazopyridines after reaction with 2-substituted imidazopyridines. A total of thirty-four derivatives were synthesized in 50–94% yield, seventeen of which were so far unprecedented. A simple and efficient protocol is described, just delivering H2O and diaryl diselenide as by-products. Diaryl diselenides can be easily recovered during the purification process and converted again to BSA for a new reaction.

Graphical abstract: Arylseleninic acid derivative decomposition towards Se(ii)-based electrophiles: an elegant approach to construct 3-selanyl-imidazopyridines

Supplementary files

Article information

Article type
Paper
Submitted
13 Dez 2022
Accepted
05 Feb 2023
First published
22 Feb 2023

New J. Chem., 2023,47, 6066-6072

Arylseleninic acid derivative decomposition towards Se(II)-based electrophiles: an elegant approach to construct 3-selanyl-imidazopyridines

J. M. Anghinoni, S. S. Ferreira, R. F. Schumacher, B. A. Iglesias, G. Perin, F. Penteado and E. J. Lenardão, New J. Chem., 2023, 47, 6066 DOI: 10.1039/D2NJ06086H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements