Tian Wan-Fa, Hu Chun-Hong, He Ke-Han, He Xiao-Ya, Li Yang
Center for Organic Chemistry, Frontier Institute of Science and Technology and State Key Laboratory for Mechanical Behavior of Materials, Xi'an Jiaotong University, Xi'an, Shaanxi 710054, P. R. China.
Institute of Organic Chemistry, Jiangxi Science & Technology Normal University, Key Laboratory of Organic Chemistry, Nanchang, Jiangxi 330013, P. R. China.
Org Lett. 2019 Sep 6;21(17):6930-6935. doi: 10.1021/acs.orglett.9b02539. Epub 2019 Aug 21.
Herein, we have developed visible-light photoredox-catalyzed decarboxylating carboxylic acids for alkylation of heteroarenes under mild conditions. The transformation occurred smoothly without the requirement of stoichiometric oxidants in the presence of 0.3 equiv of base, which benefited from the release of hydrogen (H) and carbon dioxide (CO). Various substrates and functional groups were tolerated. Primary mechanistic studies suggest that an oxidative quenching pathway and a reductive quenching pathway are both possible in the catalytic cycle.
在此,我们开发了可见光光氧化还原催化的羧酸脱羧反应,用于在温和条件下实现杂芳烃的烷基化。在0.3当量碱存在下,该转化反应顺利进行,无需化学计量的氧化剂,这得益于氢气(H)和二氧化碳(CO)的释放。该反应对各种底物和官能团均具有耐受性。初步机理研究表明,在催化循环中,氧化猝灭途径和还原猝灭途径均有可能。