Synthesis of new ferrocenyl-substituted aziridines via the Gabriel-Cromwell reaction

Dogan O., ZEYTİNCİ S., BULUT A.

SYNTHETIC COMMUNICATIONS, cilt.35, sa.8, ss.1067-1076, 2005 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 35 Sayı: 8
  • Basım Tarihi: 2005
  • Doi Numarası: 10.1081/scc-200054207
  • Dergi Adı: SYNTHETIC COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1067-1076
  • Anahtar Kelimeler: alpha-bromoacryloyferrocene, alpha-bromocrotonoylferrocene, aziridines, ferrocenylenones, Gabriel-Cromwell method, 1,3-DIPOLAR CYCLOADDITIONS, ASYMMETRIC-SYNTHESIS, AZOMETHINE YLIDES, CHIRAL AZIRIDINES, ACID-DERIVATIVES, AMINO-ACIDS, ALPHA-AMINO, AZIRIDINE-2-CARBOXYLATES, AUXILIARY, EFFICIENT
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

The Gabriel -Cromwell method is applied successfully in the synthesis of ferrocenyl-substituted aziridines. Acryloyl- and crotonoy1ferrocenes are brominated first and then reacted with benzylamine, diisopropylamine, and furfurylamine in the presence of triethylamine. The aziridines are obtained in more than 90% isolated yields.