Visible Light-Mediated Synthesis of Chalcogen-Decorated 2,3-Dihydrobenzofurans in the Absence of Photocatalyst and Oxidants
A sustainable visible light-promoted protocol for preparing selenium- and sulfur-decorated 2,3-dihydrobenzofurans from 2-allylphenols and diorganyl dichalcogenides is reported. The reaction proceeds under blue LEDs irradiation (Kessil PR160L, λ<sub>max</sub> = 440 nm) under mild conditions, in the absence of photocatalysts or oxidants, in accordance with the green chemistry principles. Eighteen derivatives were obtained, covering electron-rich, electron-deficient, and polycyclic systems, with yields from 20% to 96%. The method is operationally simple, scalable, and tolerant to diverse aryl substituents, although the presence of electron-withdrawing groups reduces its efficiency. This approach offers an ecofriendly alternative to conventional oxidative or photocatalyst-mediated strategies to prepare the target molecules, opening new opportunities for advancing organoselenium chemistry and exploring its potential in organic synthesis.
Authors
- Gelson Perin (ORCID: https://orcid.org/0000-0003-0359-0811)
- Ricardo Frederico Schumacher (ORCID: https://orcid.org/0000-0003-4723-1925)
- Filipe Penteado (ORCID: https://orcid.org/0000-0002-8447-3643)
- Sabrina S. Ferreira (ORCID: https://orcid.org/0000-0002-0324-9915)
- Mateus W. Rambo
- Eder J. Lenardão (ORCID: https://orcid.org/0000-0001-7920-3289)
- Thiago Anjos
- Guilherme Araújo
Institutions
- Universidade Federal de Pelotas (BR)
- Universidade Federal de Santa Maria (BR)
- Instituto de Ciências Farmacêuticas (BR)
Publication Details
- Journal
- ACS Omega
- Published
- 2026-03-04
- DOI
- https://doi.org/10.1021/acsomega.5c12021
- Primary Topic
- Organoselenium and organotellurium chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00