Issue 27, 2017, Issue in Progress

An organocatalytic method for the synthesis of some novel xanthene derivatives by the intramolecular Friedel–Crafts reaction

Abstract

An efficient organocatalytic method for the synthesis of new substituted 9-arylxanthenes (2a–2u) starting from diarylcarbinol compounds with an arenoxy group (1a–1u) has been developed using the intramolecular Friedel–Crafts reaction. The substrates were prepared in two steps by Ullmann-type coupling and then Grignard reaction. Some organic Brønsted acids were studied as catalysts (3a–3g) in the intramolecular Friedel–Crafts alkylation reaction for the first time. N-triflylphosphoramide (3g) provided the synthesis of some novel substituted 9-arylxanthenes with excellent yields at room temperature within 15 minutes.

Graphical abstract: An organocatalytic method for the synthesis of some novel xanthene derivatives by the intramolecular Friedel–Crafts reaction

Supplementary files

Article information

Article type
Paper
Submitted
21 Nov 2016
Accepted
27 Feb 2017
First published
15 Mar 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 16644-16649

An organocatalytic method for the synthesis of some novel xanthene derivatives by the intramolecular Friedel–Crafts reaction

T. Yıldız and H. B. Küçük, RSC Adv., 2017, 7, 16644 DOI: 10.1039/C6RA27094H

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