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


Yildiz T., Kucuk H.

RSC ADVANCES, cilt.7, sa.27, ss.16644-16649, 2017 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 7 Sayı: 27
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1039/c6ra27094h
  • Dergi Adı: RSC ADVANCES
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.16644-16649
  • İstanbul Üniversitesi Adresli: Evet

Özet

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.