Visible light-promoted synthesis of 2-aryl-(3-organoselanyl)thieno[2,3-b]pyridines

Autor: Ricardo Hellwig Bartz, Thiago Jacobsen Peglow, Filipe Penteado, Raquel Guimarães Jacob, Eder João Lenardão, Gelson Perin
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Green Chemistry Letters and Reviews, Vol 15, Iss 2, Pp 373-382 (2022)
Druh dokumentu: article
ISSN: 17518253
1751-7192
1751-8253
DOI: 10.1080/17518253.2022.2065891
Popis: We describe a simple and environment-friendly visible light-promoted protocol to access 2-aryl-(3-organoselanyl)thieno[2,3-b]pyridines, through the selenocyclization of 3-(arylethynyl)-2-(alkylthio)pyridines in the presence of diorganyl diselenides as selenium source. The Se-based reactive species were generated in situ by the homolytic Se-Se bond cleavage using blue LED in an O2 atmosphere at room temperature. The protocol was suitable for a wide range of substrates bearing different substituents, allowing the synthesis of twenty-one thieno[2,3-b]pyridines in good to excellent yields (57–99%).
Databáze: Directory of Open Access Journals