可见光光氧化还原催化 N-H 键断裂产生亚胺自由基及其在异喹啉合成中的应用。
Visible-Light Photoredox-Catalyzed Iminyl Radical Formation by N-H Cleavage with Hydrogen Release and Its Application in Synthesis of Isoquinolines.
机构信息
State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University , Lanzhou 730000, P. R. China.
Center for Organic Chemistry, Frontier Institute of Science and Technology, Xi'an Jiaotong University , Xi'an, Shaanxi 710054, P. R. China.
出版信息
Org Lett. 2018 Mar 2;20(5):1421-1425. doi: 10.1021/acs.orglett.8b00193. Epub 2018 Feb 16.
An unprecedented visible-light photoredox-catalyzed iminyl radical formation by N-H cleavage with H release has been developed. Its application in the synthesis of various isoquinolines and related polyaromatics in high atom economy at ambient temperature by applying a photosensitizer, Acr-Mes ClO, and a new cobalt catalyst, Co(dmgH)(4-CONMePy)Cl is reported. Mechanistic investigations indicated that the generated iminyl radical initiates the cascade C-N/C-C bonds formation and the catalytic cycle occurs by a simultaneous oxidative as well as reductive quenching pathway.
发展了一种前所未有的可见光光氧化还原催化 N-H 断裂并释放 H 的亚胺基自由基形成反应。通过使用光敏剂 Acr-Mes ClO 和新型钴催化剂 Co(dmgH)(4-CONMePy)Cl，在环境温度下以高原子经济性合成了各种异喹啉和相关多芳烃。机理研究表明，生成的亚胺基自由基引发级联 C-N/C-C 键形成，催化循环通过同时的氧化和还原猝灭途径进行。
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