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

Author:
Yıldız, Tülay, Küçük, Hatice Başpinar
Source:
RSC advances 2017 v.7 no.27 pp. 16644-16649
ISSN:
2046-2069
Subject:
Bronsted acids, alkylation, ambient temperature, catalysts, catalytic activity, xanthenes
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.
Agid:
6414683