Light‐Mediated Decomposition of Arylseleninic Acids in Aqueous Medium: A Green Alternative Toward Organoselenium‐Functionalized Imidazo[1,2‐ <i>a</i> ]pyridines
Abstract In the present work, a mild protocol was developed to construct 2‐aryl‐3‐(arylselanyl)imidazo[1,2‐ a ]pyridines, under blue light irradiation, employing benzeneseleninic acid derivatives as a Se(II) source. The experimental design approach (design of experiment, DoE) was used to establish the best reaction conditions, which delivered fourteen derivatives in moderate to good yields (23%–75%), after reacting for 24–48 h. Furthermore, the developed method proved to be efficient when increasing the reaction scale (2.5 mmol), which provided the desired product in 70% yield (0.61 g) after 24 h of reaction, demonstrating the applicability of this method on a preparative scale. The present approach does not require the use of metals, strong oxidants, or heating, in addition to producing only H 2 O and diaryl diselenide as byproducts, which can be recovered and reused.
Authors
- João M. Anghinoni (ORCID: https://orcid.org/0000-0001-5893-287X)
- Márcio S. Silva (ORCID: https://orcid.org/0000-0002-7606-564X)
- Filipe Penteado (ORCID: https://orcid.org/0000-0002-8447-3643)
- Caroline Signorini Gomes (ORCID: https://orcid.org/0009-0005-0363-1726)
- Sabrina S. Ferreira (ORCID: https://orcid.org/0000-0002-0324-9915)
- Carolina Aires de Oliveira
- Eder J. Lenardão (ORCID: https://orcid.org/0000-0001-7920-3289)
Institutions
- Universidade Federal de Pelotas (BR)
- Universidade Federal de Santa Maria (BR)
Publication Details
- Journal
- Asian Journal of Organic Chemistry
- Published
- 2025-06-21
- DOI
- https://doi.org/10.1002/ajoc.202500442
- Primary Topic
- Organoselenium and organotellurium chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
- Conselho Nacional de Desenvolvimento Científico e Tecnológico
- Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul
- Financiadora de Estudos e Projetos