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 дек 2022
Accepted
05 фев 2023
First published
22 фев 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

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