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DOI: 10.1055/a-1809-7768
Brønsted Acidic Ionic Liquid Catalyzed Three-Component Friedel–Crafts Reaction for the Synthesis of Unsymmetrical Triarylmethanes
This work was financially supported by a Research Grant from Burapha University through the National Research Council of Thailand (Grant no. 162/2561), the Office of National Higher Education Science Research and Innovation Policy Council (NXPO) (Grant no. BO5F630030), the Center of Excellence for Innovation in Chemistry (PERCH-CIC) and the Research Unit in Synthetic Compounds and Synthetic Analogues from Natural Products for Drug Discovery (RSND), Burapha University. Special thanks to Dr. Ron Beckett, Faculty of Science, Burapha University for his comments and proofreading the English manuscript.
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Abstract
A convenient and practical method for the synthesis of unsymmetrical triarylmethanes was demonstrated through a one-pot three-component double Friedel–Crafts reaction of various aliphatic, aromatic, or heteroaromatic aldehydes with N,N-dialkylanilines and indoles by using a Brønsted acidic ionic liquid as the catalyst. This method was successfully applied under metal- and solvent-free conditions at 80 °C, affording the corresponding unsymmetrical triarylmethane products in moderate to high yields from a broad range of substrates. In addition, the mechanism of this reaction was studied by quantitative NMR analysis.
Key words
triarylmethanes - diarylmethylindoles - Friedel–Crafts reaction - Brønsted acid - ionic liquid - metal-free conditionsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1809-7768.
- Supporting Information
Publication History
Received: 14 February 2022
Accepted after revision: 28 March 2022
Accepted Manuscript online:
28 March 2022
Article published online:
15 June 2022
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