Concepedia

CF<sub>3</sub>SO<sub>2</sub>Na-Mediated, UV-Light-Induced Friedel–Crafts Alkylation of Indoles with Ketones/Aldehydes and Bioactivities of Products

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

Organic Letters · 2020 · 61 citations · 28 references

DOI

Concepts

Abstract

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.

References

28

Scaffold Diversity Inspired by the Natural Product Evodiamine: Discovery of Highly Potent and Multitargeting Antitumor Agents

Shengzheng Wang, Kun Fang, Guoqiang Dong et al. · Journal of Medicinal Chemistry · 2015 · 196 citations · Full text

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A Novel Ring-Substituted Diindolylmethane,1,1-Bis[3′-(5-Methoxyindolyl)]-1-(<i>p-t</i>-Butylphenyl) Methane, Inhibits Extracellular Signal-Regulated Kinase Activation and Induces Apoptosis in Acute Myelogenous Leukemia

Rooha Contractor, Ismael Samudio, Zeev Estrov et al. · Cancer Research · 2005 · 127 citations · Full text

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Catalyst-free dehydrative S<sub>N</sub>1-type reaction of indolyl alcohols with diverse nucleophiles “on water”

Jian Xiao, Hao Wen, Liang Wang et al. · Green Chemistry · 2015 · 120 citations

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Nanocomposite of MoS<sub>2</sub>-RGO as Facile, Heterogeneous, Recyclable, and Highly Efficient Green Catalyst for One-Pot Synthesis of Indole Alkaloids

Ashish Bahuguna, Suneel Kumar, Vipul Sharma et al. · ACS Sustainable Chemistry & Engineering · 2017 · 110 citations

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Discovery of 3,3′-diindolylmethanes as potent antileishmanial agents

Sandip B. Bharate, Jaideep B. Bharate, Shabana I. Khan et al. · European Journal of Medicinal Chemistry · 2013 · 110 citations

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