Cycloaddition reactions of 1,4-dihydronaphthalene-1,4-epoxide with cyclohexadiene and 7-(methoxycarbonyl)cycloheptatriene: Selectivity in additions

MENZEK A., ALTUNDAS A., CORUH U., AKBULUT N., LOPEZ E., Hokelek T., ...Daha Fazla

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, sa.5, ss.1143-1148, 2004 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Basım Tarihi: 2004
  • Doi Numarası: 10.1002/ejoc.200300569
  • Dergi Adı: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1143-1148
  • Anahtar Kelimeler: alcohols, bromination, cycloaddition, halogenation, HIGH-TEMPERATURE BROMINATION, 1,3-DIPOLAR CYCLO-ADDITIONS, BENZHOMOBARRELENE DERIVATIVES, REARRANGEMENT REACTIONS, CONTAINING HETEROCYCLES, DOUBLE-BOND, 1,4-EPOXY-1,4-DIHYDRONAPHTHALENE, BEHAVIOR, ADDUCTS, SPECTRA
  • Hacettepe Üniversitesi Adresli: Evet

Özet

Cycloaddition reactions of naphthalene-1,4-epoxide (1) with both 7-(methoxycarbonyl)cycloheptatriene (2) and cyclohexadiene (4) give adducts of type 3 and 5 exclusively. Selectivity was observed for the cycloaddition and bromination reactions, but neighboring group participation also occurrs in the latter. The formation of the products is discussed. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.