Carbonyl ylide reactions of alpha-benzylidene-beta-dicarbonyl compounds: Competitive formation of dihydrofurans and dihydrobenzoxepines

Anac O., Sezer O., Candan O., Gungor F. S., Cansever M. Ş.

TETRAHEDRON LETTERS, cilt.49, sa.6, ss.1062-1065, 2008 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 49 Sayı: 6
  • Basım Tarihi: 2008
  • Doi Numarası: 10.1016/j.tetlet.2007.11.197
  • Dergi Adı: TETRAHEDRON LETTERS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1062-1065
  • Anahtar Kelimeler: carbene, 1,5-electrocyclization, 1,7-electrocyclization, dihydrofuran, dihydrobenzoxepine, DIMETHYL DIAZOMALONATE, DIAZO-COMPOUNDS, RING-CLOSURE, CYCLOPROPANATION, CYCLIZATION, ALPHA,BETA-ENONES, ENAMINONES, EFFICIENT, ROUTE, CORE
  • İstanbul Üniversitesi-Cerrahpaşa Adresli: Hayır

Özet

alpha-Benzylidene-beta,beta'-biscarbonyl compounds were reacted with dimethyl diazomalonate using Cu(II) acetylacetonate as a catalyst. Dihydrofurans or mixtures of dihydrofurans and dihydrobenzoxepines were obtained depending on the nature of the carbonyl group present in the starting material. (c) 2007 Elsevier Ltd. All rights reserved.