Arylseleninic acid derivative decomposition towards Se(ii)-based electrophiles: an elegant approach to construct 3-selanyl-imidazopyridines†
João M.
Anghinoni, 
a
Sabrina S.
Ferreira,
a
Ricardo F.
Schumacher,
b
Bernardo A.
Iglesias,
b
Gelson
Perin,
a
Filipe
Penteado
*b
and
Eder J.
Lenardão
*a
a
Sabrina S.
Ferreira,
a
Ricardo F.
Schumacher,
b
Bernardo A.
Iglesias,
b
Gelson
Perin,
a
Filipe
Penteado
*b
and
Eder J.
Lenardão
*a
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.
- This article is part of the themed collection: 50th anniversary of ICCST: celebrating ICCST at its 15th Edition
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