CF3SO2Na-Mediated, UV-Light-Induced
Friedel–Crafts Alkylation of Indoles with Ketones/Aldehydes
and Bioactivities of Products

Yang, Tianbao; Lu, Huiai; Shu, Yixuan; Ou, Yifeng; Hong, Ling; Au, Chak-Tong; Qiu, Renhua

doi:10.1021/acs.orglett.9b04272.s001

ol9b04272_si_001.pdf (3.12 MB)

CF₃SO₂Na-Mediated, UV-Light-Induced Friedel–Crafts Alkylation of Indoles with Ketones/Aldehydes and Bioactivities of Products

journal contribution

posted on 2020-01-08, 21:15 authored by Tianbao Yang, Huiai Lu, Yixuan Shu, Yifeng Ou, Ling Hong, Chak-Tong Au, Renhua Qiu

A concise, one-step route to produce 3,3′-diindolylmethanes (DIMs) from simple indoles and ketones or aldehydes is reported. The key step is the ready formation of indole derivatives that involves the in situ conversion of CF₃SO₂Na reagent to ·CF₃ under oxygen or air (1.0 atm) and UV irradiation. It is disclosed that most of the obtained DIMs show anticancer activities in human bladder cancer cell lines EJ and T24.