Halogen Bond-Catalyzed Friedel-Crafts Alkylation of Indole with Ketones and Aldehydes for the Synthesis of Symmetrical 3,3’-diindolylmethanes Using Simple Halogen Donor Catalyst

Author(s): Xiao-Yu Zhou, Xia Chen*

Journal Name: Letters in Organic Chemistry

Volume 18 , Issue 8 , 2021

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Graphical Abstract:


The Friedel-Crafts alkylation of indole with ketones and aldehydes had been developed to prepare 3,3’-diindolylmethanes using iodine or NCS as catalysts. Two mild and efficient catalysis systems were provided for the activation of carbonyl compounds and indoles. The reaction proceeded smoothly in ethanol to produce the corresponding products with good to excellent yields. Furtherly, the mechanism was speculated.

Keywords: halogen bond, diindolylmethanes, indole, ketones, aldehydes.

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Article Details

Year: 2021
Published on: 12 October, 2020
Page: [604 - 610]
Pages: 7
DOI: 10.2174/1570178617999201012181016
Price: $65

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