REACTIONS OF BENZOCYCLOHEPTENES WITH DIENOPHILES

ADAM W., balcı m., CEYLAN Z., HINZ R.

CHEMISCHE BERICHTE, cilt.124, sa.2, ss.383-386, 1991 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 124 Sayı: 2
  • Basım Tarihi: 1991
  • Doi Numarası: 10.1002/cber.19911240222
  • Dergi Adı: CHEMISCHE BERICHTE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.383-386
  • Atatürk Üniversitesi Adresli: Evet

Özet

The Diels-Alder reactions of 5H-benzocycloheptene (1) with tetracyanoethylene (TCNE) afforded the [2 + 2] and [4 + 2] cycloadducts 7, 8, and 10 and the benzodicyanoheptafulvalene 9. The norcaradiene product 10 was synthesized independently by cycloaddition of TCNE to 7H-benzocycloheptene (3). The addition of 4-methyl-1,2,4-triazoline-3,5-dione (MTAD) to 3 gave bis-urazole 13, which was formed by ene reaction followed by [4 + 2] cycloaddition. The spirocycloheptatriene 15 gave with 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) the bisurazole 16.