Regioselective synthesis of the 3,4-dihydrofuro[3,2-d]pyrimidin-2(1H)-one skeleton: a new class of compound

Creative Commons License

Koza G., Ozcan S., Şahin E., Balci M.

TETRAHEDRON, cilt.65, ss.5973-5976, 2009 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 65
  • Basım Tarihi: 2009
  • Doi Numarası: 10.1016/j.tet.2009.05.090
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.5973-5976
  • Anahtar Kelimeler: Pyrimidinone, Furopyrimidinone, Acyl azide, Acyl hydrazide, Curtius rearrangement, CALCIUM-CHANNEL BLOCKERS, ACID-ESTERS, DIHYDROPYRIMIDINE, CHEMISTRY, REVISION
  • Bursa Uludağ Üniversitesi Adresli: Hayır

Özet

We hereby report the first preparation of the 3,4-dihydrofuro[3,2-d]pyrimidin-2(1H)-one skeleton formed by two controlled Curtius rearrangements of the corresponding acyl azides, prepared from 2-(2-methoxy-2-oxoethyl)furan-3-carboxylate via the hydrazide. Rearrangement of the acyl azides followed by trapping by nucleophiles and intramolecular trapping provided the target compounds. (C) 2009 Elsevier Ltd. All rights reserved.