通过2-乙炔基苯甲醛的高度区域发散环化反应实现异色烯和二氢异苯并呋喃的电合成。
Isochromene and Dihydroisobenzofuran Electrosynthesis by a Highly Regiodivergent Cyclization of 2-Ethynylbenzaldehydes.
作者信息
Martins Guilherme M, Simoso Guilherme B, de Castro Pedro P, de Lucca Felipe, Mendes Samuel R, Brocksom Timothy J, de Oliveira Kleber T
机构信息
Department of Chemistry, Federal University of São Carlos, São Carlos, São Paulo 13565-905, Brazil.
Department of Pharmacy, Federal University of Juiz de Fora─Campus Governador Valadares, Governador Valadares, Minas Gerais 35010-177, Brazil.
出版信息
J Org Chem. 2025 Jul 11;90(27):9532-9540. doi: 10.1021/acs.joc.5c00967. Epub 2025 Jun 29.
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.
通过使用银作为牺牲电极对2-乙炔基苯甲醛进行电化学环化反应，实现了异苯并呋喃和二氢异苯并呋喃化合物的合成。结果表明，该反应具有出色的区域发散性，无需使用外部氧化剂或过渡金属催化剂，产物的分离产率高达97%。进行了密度泛函理论（DFT）研究以及对照实验，以阐明可能的反应机理。
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