School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212003, China.
Modern Chemistry Research Institute of Xi'an, Xi'an 710065, China.
Molecules. 2023 Apr 11;28(8):3380. doi: 10.3390/molecules28083380.
A green one-pot 2,3,6-trifunctionalization of -alkyl/aryl indoles was achieved by adding three equivalents of -Br sulfoximine to the indole solution. A variety of 2-sulfoximidoyl-3,6-dibromo indoles were prepared with 38-94% yields using -Br sulfoximines as both brominating and sulfoximinating reagents. Based on the results of controlled experiments, we propose that a radical substitution involving 3,6-dibromination and 2-sulfoximination occurs in the reaction process. This is first time that 2,3,6-trifunctionalization of indole in one pot has been achieved.
通过向吲哚溶液中添加三当量的-Br 亚磺酰胺，实现了 -烷基/芳基吲哚的绿色一锅法 2,3,6-三官能化。使用-Br 亚磺酰胺作为溴化和亚磺酰化试剂，制备了各种 2-磺酰亚胺基-3,6-二溴吲哚，产率为 38-94%。基于对照实验的结果，我们提出反应过程中涉及 3,6-二溴化和 2-亚磺酰化的自由基取代反应。这是首次在一锅法中实现吲哚的 2,3,6-三官能化。
