Substitution and cyclization reactions involving the quasi-antiaromatic 2H-indol-2-one ring system

England D. B., Merey G., Padwa A.

ORGANIC LETTERS, cilt.9, sa.19, ss.3805-3807, 2007 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 9 Sayı: 19
  • Basım Tarihi: 2007
  • Doi Numarası: 10.1021/ol7016438
  • Dergi Adı: ORGANIC LETTERS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.3805-3807
  • Marmara Üniversitesi Adresli: Hayır

Özet

The quasi-antiaromatic 2H-indol-2-one ring system is readily generated by treating a 3-hydroxy-substituted 1,3-dihydroindol-2-one with a Lewis acid. Stepwise addition of various pi-nucleophiles to the highly reactive 2H-indol-2-one system occurs smoothly to afford substituted oxindoles. The cyclization was also carried out in an intramolecular fashion to give spiro-substituted oxindoles in good yield.