School of Chemistry & Chemical Engineering, Yangzhou University, Siwangting Road 180, Yangzhou, Jiangsu 225002, China.
Chem Commun (Camb). 2021 Apr 7;57(27):3347-3350. doi: 10.1039/d1cc00550b. Epub 2021 Mar 4.
A TBN/O-initiated oxidation of the relatively inert 3,4-C-H bonds of THIQs was accomplished, in which the existence of an α-phosphoric ester group is crucial to enable dioxygen trapping and intramolecular HAT (C-H activation relay, CHAR), realizing the synthesis of a series of isoquinolin-1-ones in high yields. The mechanistic study confirmed that the formation of the 3,4-double bond is mediated by the CHAR process. This work provides a new strategy to achieve remote C-H bond activation.
TBN/O 引发的 THIQs 中相对惰性的 3,4-C-H 键的氧化反应得以完成，其中α-磷酸酯基团的存在对于捕获氧气和分子内 HAT（C-H 激活接力，CHAR）至关重要，实现了一系列异喹啉-1-酮的高产合成。机理研究证实，3,4-双键的形成是通过 CHAR 过程介导的。这项工作提供了一种实现远程 C-H 键活化的新策略。
