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Facile synthesis of nonsymmetrical heteroaryl-substituted triarylmethanes via the FeCl3·6H2O-catalyzed two-step Friedel–Crafts-type reaction†
S. Ruengsangtongkul,P. Taprasert,U. Sirion,J. Jaratjaroonphong
Organic & Biomolecular Chemistry Pub Date : 08/16/2016 00:00:00 , DOI:10.1039/C6OB01638C
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
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