Li Qi, Liang Xiu-Xia, Zhang Wang, Han Man-Yi
Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education, College of Chemistry and Materials Science, Huaibei Normal University, Huaibei 235000, China.
Molecules. 2023 Jul 27;28(15):5685. doi: 10.3390/molecules28155685.
A novel double Friedel-Crafts reaction of acylsilanes in water is described. This strategy enables synthesis of bis(indolyl)methane derivatives with 1-hydroxy or 1-silyl substituents in moderate to high yield. Compared to the 1-silyl-bis(indolyl)methane derivatives from indole substrate, 1-hydroxy-bis(indolyl)methane derivatives were synthesized from the 5-hydroxyindole, and the hydrogen bonds in the 5-hydroxyindole play a crucial role in regulating the reaction selectivity.
本文描述了一种新型的酰基硅烷在水中的双傅克反应。该策略能够以中等到高的产率合成具有1-羟基或1-硅烷基取代基的双（吲哚基）甲烷衍生物。与由吲哚底物合成的1-硅烷基双（吲哚基）甲烷衍生物相比，1-羟基双（吲哚基）甲烷衍生物是由5-羟基吲哚合成的，并且5-羟基吲哚中的氢键在调节反应选择性方面起着关键作用。
