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

Title: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

Volume: 18 Issue: 8

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

Affiliation:

• School of Chemistry and Materials Engineering, Liupanshui Normal University, Liupanshui, 553004,China

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

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.

Cite this article as:

Zhou Xiao-Yu and Chen Xia *, 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, Letters in Organic Chemistry 2021; 18 (8) . https://dx.doi.org/10.2174/1570178617999201012181016