Electrochemical Synthesis of 3-Selenyl-Chromones via Domino C(sp2)-H Bond Selenylation/Annulation of Enaminones

Herein, we disclose a highly efficient pathway toward 3-selenylated chromone derivatives via electrosynthesis domino C(sp<sup>2</sup>)-H bond selenylation/cyclization/deamination of 2-hydroxyaryl enaminones with diselenides. This method showed mild conditions, easy operation, a wide substrate scope, and good functional group tolerance. Furthermore, this electrosynthesis strategy was amenable to scaling up the reaction. Additionally, the preliminary experiments revealed that this reaction probably proceeded via a cation pathway instead of a radical pathway.

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Publication Details

Journal
Molecules
Published
2026-01-22
DOI
https://doi.org/10.3390/molecules31020391
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Electrochemical Synthesis of 3-Selenyl-Chromones via Domino C(sp2)-H Bond Selenylation/Annulation of Enaminones

Gleison Antônio Casagrande, Alex Schneider, Sumbal Saba, André L. Stein et al.
Molecules
Radical Photochemical Reactions
article

Electrochemical Synthesis of 3-Selenyl-Chromones via Domino C(sp2)-H Bond Selenylation/Annulation of Enaminones

Gleison Antônio Casagrande, Alex Schneider, Sumbal Saba, André L. Stein, Vijay P. Singh, Giancarlo Viccari Botteselle, Giuseppe A. Câmara, João M. Brito, Tiago E. A. Frizon, Isabella M. e Oliveira, Jamal Rafique, Antonio L. Braga, Cassio A. O. Moraes
article en

Abstract

Herein, we disclose a highly efficient pathway toward 3-selenylated chromone derivatives via electrosynthesis domino C(sp<sup>2</sup>)-H bond selenylation/cyclization/deamination of 2-hydroxyaryl enaminones with diselenides. This method showed mild conditions, easy operation, a wide substrate scope, and good functional group tolerance. Furthermore, this electrosynthesis strategy was amenable to scaling up the reaction. Additionally, the preliminary experiments revealed that this reaction probably proceeded via a cation pathway instead of a radical pathway.

MoleculesVol. 31(2)
Universidade Federal de Mato Grosso do Sul (BR), Universidade Federal de Mato Grosso (BR), Universidade Federal de Santa Catarina (BR), Universidade Estadual do Centro-Oeste (BR), Panjab University (IN), Universidade Federal de Goiás (BR)
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior, Conselho Nacional de Desenvolvimento Científico e Tecnológico, Universidade Federal de Goiás, Universidade Federal de Mato Grosso do Sul
Openalex Percentile: Top 80%
Radical Photochemical Reactions
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Electrochemical Synthesis of 3-Selenyl-Chromones via Domino C(sp2)-H Bond Selenylation/Annulation of Enaminones — Gleison Antônio Casagrande, Alex Schneider, et al. · Molecules (2026) | TGRS Research Map | TGRS