School of Biological Science and Medical Engineering, Southeast University, Dingjiaqiao 87, 210009, Nanjing, P. R. China.
Chemistry. 2019 Oct 28;25(60):13709-13713. doi: 10.1002/chem.201903688. Epub 2019 Oct 10.
A method for the synthesis of novel fused four-ring quinoxaline skeleton has been described by an I promoted sp C-H functionalization between 1,2,3,3-tetramethyl-3H-indolium iodides and 1,2-diamines. This transformation proceeds smoothly under metal- and peroxide-free conditions through a sequential iodination, oxidation, annulation and rearrangement. Moreover, 8,9-dichloro-5,12,12-trimethyl-2-(trifluoromethyl)-5,12-dihydroquinolino[2,3-b]quinoxaline showed good photophysical properties and was used in live cell imaging, indicating the potential value of this skeleton as a fluorophore in probes.
一种新型稠合四环喹喔啉骨架的合成方法已被描述，通过 I 促进的 sp C-H 功能化，使 1,2,3,3-四甲基-3H-吲哚碘化物和 1,2-二胺发生反应。这种转化在无金属和过氧化物的条件下顺利进行，通过顺序碘化、氧化、环化和重排。此外，8,9-二氯-5,12,12-三甲基-2-(三氟甲基)-5,12-二氢喹啉并[2,3-b]喹喔啉表现出良好的光物理性质，并用于活细胞成像，表明该骨架作为荧光团在探针中具有潜在价值。
