Experimental and theoretical investigations of functionalization and cyclization reactions of 4-benzoyl-5-phenyl-2,3-furandione with some acetanilides


Yildirim I. , İlhan İ. Ö.

INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, cilt.36, ss.1138-1147, 1997 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 36 Konu: 12
  • Basım Tarihi: 1997
  • Dergi Adı: INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
  • Sayfa Sayıları: ss.1138-1147

Özet

4-Benzoyl-5-phenyl-2,3-furandione 1 reacts with acetanilides 3a-d under different conditions and gives the open-chain dibenzoylacetic acid derivatives 5a-c, 6a,b and an oxazole derivative 8. It has been demonstrated that with the variation in reaction conditions the mechanistic course of the reaction changes leading to different products. The electronic structures of the reactants, transition states and final products off the reactions have been investigated on the basis of AM1 and PM3 methods.