A novel method for the synthesis of dipyrromethanes by metal trillate catalysis

Temelli B., Unaleroglu C.

TETRAHEDRON, cilt.62, sa.43, ss.10130-10135, 2006 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 62 Sayı: 43
  • Basım Tarihi: 2006
  • Doi Numarası: 10.1016/j.tet.2006.08.047
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.10130-10135
  • Anahtar Kelimeler: dipyrromethanes, metal triflate, N-tosyl imine, pyrrole derivatives, Lewis acid catalysis, ORGANIC-SYNTHESIS, MESOSUBSTITUTED DIPYRROMETHANES, EXPANDED PORPHYRINS, PROTIC MEDIA, PYRROLE, INDOLES, ESTERS, TRIFLATE, DESIGN, IMINES
  • Hacettepe Üniversitesi Adresli: Evet

Özet

5-Substituted dipyrromethanes were synthesized by the reaction of N-tosyl imines with excess pyrrole in the presence of metal triflates. Tripyrromethane and other oligomeric side products were not observed. High yields of 5-substituted dipyrromethanes were obtained for electron donating and withdrawing substituents by performing the reaction at two different temperatures. The new reaction procedure is simple and anhydrous conditions are not required. (c) 2006 Elsevier Ltd. All rights reserved.