Chen Yong-Ze, Ding Ting-Hui, Li Qiang-Qiang, Qu Jian-Ping, Kang Yan-Biao
Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.
Org Lett. 2023 Apr 21;25(15):2611-2615. doi: 10.1021/acs.orglett.3c00585. Epub 2023 Apr 7.
The direct dehydrogenative C-H cleaving carbonylative lactamization of 2-arylanilines promoted by visible light and potassium bases is reported. Solvent DMF acts as the sole carbonyl source in the absence of an oxidant. The irreversible release of hydrogen gas drags this reaction to the stable phenanthridinone products. This work provides a direct conversion of a broad range of 2-arylanilines to various phenanthridinones. This method could be applied in the synthesis of bioactive molecules and organic optoelectronic materials.
报道了在可见光和钾碱促进下2-芳基苯胺的直接脱氢C-H键裂解羰基化内酰胺化反应。在没有氧化剂的情况下,溶剂N,N-二甲基甲酰胺(DMF)作为唯一的羰基源。氢气的不可逆释放促使该反应生成稳定的菲啶酮产物。这项工作实现了多种2-芳基苯胺向各种菲啶酮的直接转化。该方法可应用于生物活性分子和有机光电子材料的合成。