Karmakar Ujjwal, Hwang Ho Seong, Lee Yunjeong, Cho Eun Jin
Department of Chemistry, Chung-Ang University, 84 Heukseok-ro, Dongjak-gu, Seoul 06974, Republic of Korea.
Org Lett. 2022 Aug 26;24(33):6137-6141. doi: 10.1021/acs.orglett.2c02228. Epub 2022 Aug 16.
Visible-light-induced -selective C-H functionalization of anilines over N-H insertion was developed using diazomalonates with the help of an Ir(III) photocatalyst. The -selective radical-radical cross coupling proceeded via C-centered radical intermediates generated from both anilines and diazomalonates. The photochemistry of anilines could be extended to other N-heterocycles, such as indole and carbazole. The reaction pathway for the selective C-C coupling was validated by electrochemical and photophysical experiments as well as computational studies.
在铱（III）光催化剂的帮助下，利用重氮丙二酸酯实现了可见光诱导的苯胺相对于N-H插入的选择性C-H官能化。这种选择性的自由基-自由基交叉偶联通过由苯胺和重氮丙二酸酯生成的以C为中心的自由基中间体进行。苯胺的光化学性质可以扩展到其他N-杂环化合物，如吲哚和咔唑。通过电化学和光物理实验以及计算研究验证了选择性C-C偶联的反应途径。
