4.8 Article

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

Journal

ORGANIC LETTERS
Volume 22, Issue 3, Pages 827-831

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04272

Keywords

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Funding

  1. Natural Science Foundation of China [21676076, 21878071, 21971060]
  2. Hu Xiang High Talent of Hunan Province [2018RS3042]
  3. Recruitment Program for Foreign Experts of China [WQ20164300353]

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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 center dot 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.

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