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

Yildiz T. , Kucuk H.

RSC ADVANCES, vol.7, no.27, pp.16644-16649, 2017 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 7 Issue: 27
  • Publication Date: 2017
  • Doi Number: 10.1039/c6ra27094h
  • Journal Name: RSC ADVANCES
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.16644-16649
  • Istanbul University Affiliated: Yes


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 FriedelCrafts reaction. The substrates were prepared in two steps by Ullmann-type coupling and then Grignard reaction. Some organic Bronsted 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.