Sequential rearrangement reactions of benzhomonorbornadiene derivatives: Synthesis of 7-vinylbenzonorbornadiene

Menzek A., GOKMEN M.

HELVETICA CHIMICA ACTA, cilt.86, sa.2, ss.324-329, 2003 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 86 Sayı: 2
  • Basım Tarihi: 2003
  • Doi Numarası: 10.1002/hlca.200390034
  • Dergi Adı: HELVETICA CHIMICA ACTA
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.324-329
  • Atatürk Üniversitesi Adresli: Evet

Özet

The reaction of alcohol 12 with SOCl(2) gave chlorides 13 and 14, and the acetolysis of toluene-4-sulfonate 15 gave sequential rearrangement products 16, 17, and 18. In the reaction of 12, 13 is the major product of sequential rearrangements. Treatment of chloride 13 with t-BuOK gave 7-vinylbenzonorbornadiene 19.