Isochromene and Dihydroisobenzofuran Electrosynthesis by a Highly Regiodivergent Cyclization of 2-Ethynylbenzaldehydes
Year: 2025
Type: article
Abstract: The synthesis of isochromene and dihydroisobenzofuran compounds is presented through the electrochemical cyclization of 2-ethynylbenzaldehydes using silver as a sacrificial electrode. The results demonstrate exceptional regiodivergency, without the use of external oxidants or transition metal catalysts, with products reaching up to 97% isolated yield. Density functional theory (DFT) studies, along with control experiments, were conducted to elucidate a plausible reaction mechanism.
Source: The Journal of Organic Chemistry
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
Funders: Fundação de Amparo à Pesquisa do Estado de São Paulo, Coordenação de Aperfeiçoamento de Pessoal de Nível Superior, Conselho Nacional de Desenvolvimento Científico e Tecnológico, Fundação de Amparo à Pesquisa do Estado de Minas Gerais, Fundação de Amparo à Pesquisa e Inovação do Estado de Santa Catarina
Awards: G1198584380, G1207375514, Applications of technologies and synthetic methodologies developed under continuous flow conditions at LQBO-UFSCar for the preparation of molecules with biological activities and APIs, APIs synthesis using enabling technologies: approaches involving electrosynthesis and photocatalysis under continuous flow conditions, G22113365, G29316538, G3136625592, G3419059595, G3690646728, G402038981, G6438247056, G871200192, PREPARO DE HETEROCICLOS E REDUÇÕES QUIMIOSSELETIVAS UTILIZANDO ELETROSSÍNTESE ORGÂNICA
OpenAlex ID: W4411780515