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

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...

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Published inOrganic letters Vol. 22; no. 3; pp. 827 - 831
Main Authors Yang, Tianbao, Lu, Huiai, Shu, Yixuan, Ou, Yifeng, Hong, Ling, Au, Chak-Tong, Qiu, Renhua
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 07.02.2020
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
KETONES
APOPTOSIS
ONE-POT SYNTHESIS
BIS(INDOLYL)METHANES
CATALYST
FACILE
EFFICIENT
DERIVATIVES
DISCOVERY
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Summary: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.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b04272