Issue 36, 2016

Facile synthesis of nonsymmetrical heteroaryl-substituted triarylmethanes via the FeCl3·6H2O-catalyzed two-step Friedel–Crafts-type reaction

Abstract

The FeCl3·6H2O-catalyzed three-component aza-Friedel–Crafts reaction of aromatic/heteroaromatic compounds, aromatic aldehydes and tert-butyl carbamate was reported. The subsequent Friedel–Crafts-type alkylation of the resulting tert-butyl diarylmethyl carbamate with heteroaromatic compounds under “open-flask” at room temperature was also performed. The two-step reaction was especially useful for the synthesis of functionalized nonsymmetrical heteroaryl-substituted triarylmethanes in good yields under an air atmosphere at room temperature.

Graphical abstract: Facile synthesis of nonsymmetrical heteroaryl-substituted triarylmethanes via the FeCl3·6H2O-catalyzed two-step Friedel–Crafts-type reaction

Supplementary files

Article information

Article type
Paper
Submitted
29 Jul 2016
Accepted
16 Aug 2016
First published
16 Aug 2016

Org. Biomol. Chem., 2016,14, 8493-8502

Facile synthesis of nonsymmetrical heteroaryl-substituted triarylmethanes via the FeCl3·6H2O-catalyzed two-step Friedel–Crafts-type reaction

S. Ruengsangtongkul, P. Taprasert, U. Sirion and J. Jaratjaroonphong, Org. Biomol. Chem., 2016, 14, 8493 DOI: 10.1039/C6OB01638C

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