CF3SO2Na-Mediated Five-Component Carbonylation of Triarylboroxines with TMSCF3 and THF/LiOH/NaI to Give Aroyloxyalkyl Iodides.

Wenjian Guan, Dong Lu, Xiaogang Yang, Wei Deng, Jiannan Xiang, Nobuaki Kambe, Renhua Qiu

The Journal of organic chemistry 2022 Aug 05

filter terms:

Herein, we developed an efficient and transition-metal-free multicomponent coupling reaction for the synthesis of aroyloxyl alkyl iodides. In the reaction among 2,4,6-triarylboroxines, THF, TMSCF3, LiOH, and NaI, five-component reactions could be precisely controlled by modulating CF3SO2Na, supplying one type of aroyloxyl alkyl iodides in moderate to high yields. The reaction exhibits good functional group tolerance and a wide substrate scope and can be easily transformed into other useful compounds. The mechanism is proposed on the basis of the control experiments.

Citation

Wenjian Guan, Dong Lu, Xiaogang Yang, Wei Deng, Jiannan Xiang, Nobuaki Kambe, Renhua Qiu. CF3SO2Na-Mediated Five-Component Carbonylation of Triarylboroxines with TMSCF3 and THF/LiOH/NaI to Give Aroyloxyalkyl Iodides. The Journal of organic chemistry. 2022 Aug 05;87(15):9635-9644