Regiospecific Minisci acylation of phenanthridine via thermolysis or photolysis |
| |
| Authors: | Pi Cheng Zhixing Qing Sheng Liu Wei Liu Hongqi Xie Jianguo Zeng |
| |
| Institution: | 1. Pre-State Key Laboratory for Germplasm Innovation and Utilization of Crop, Hunan Agricultural University, Changsha, Hunan 410128, China;2. National Research Center of Engineering Technology for Utilization of Functional Ingredients from Botanicals, Hunan Agricultural University, Changsha, Hunan 410128, China;3. School of Pharmaceutical, Hunan University of Chinese Medicine, Changsha, Hunan 410208, China |
| |
| Abstract: | In this study, a new type of Minisci reaction for regiospecific acylation of phenanthridine has been developed based on cross dehydrogenative coupling (CDC) strategy. Using substoichiometric amount of TBAB (tetrabutylammonium bromide, 30 mol %) and K2S2O8 as an oxidant, acyl radicals generate from aldehyde substrates under thermal conditions followed by a regiospecific intermolecular acylation with phenanthridine. Furthermore, a preliminary research has indicated that the acylation reaction can be carried out at room temperature when K2S2O8/TBAB is displaced by (NH4)2S2O8 and another 5 mol % of fac-Ir(ppy)3 is used as photocatalyst under irradiation of visible light. This intermolecular acylation reaction provides an easy access to 6-acylated phenanthridine derivatives. |
| |
| Keywords: | AWKRHUWGYGFALS-UHFFFAOYSA-N |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
