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

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Yildiz T. , Kucuk H.

RSC ADVANCES, cilt.7, ss.16644-16649, 2017 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 7 Konu: 27
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1039/c6ra27094h
  • Dergi Adı: RSC ADVANCES
  • Sayfa Sayıları: ss.16644-16649


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.