Non-Precious Metals Catalyze Formal [4+2] Cycloaddition Reactions of 1,2-Diazines and Siloxyalkynes under Ambient Conditions


Sumaria C. S., TÜRKMEN Y. E., Rawal V. H.

ORGANIC LETTERS, cilt.16, sa.12, ss.3236-3239, 2014 (SCI-Expanded, Scopus)

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 16 Sayı: 12
  • Basım Tarihi: 2014
  • Doi Numarası: 10.1021/ol501254h
  • Dergi Adı: ORGANIC LETTERS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC), Current Chemical Reactions (CCR)
  • Sayfa Sayıları: ss.3236-3239
  • Orta Doğu Teknik Üniversitesi Adresli: Hayır

Özet

Copper(I) and nickel(0) complexes catalyze the formal [4 + 2] cycloaddition reactions of 1,2-diazines and siloxyalkynes, a reaction hitherto best catalyzed by silver salts. These catalysts based on earth abundant metals are not only competent, but the copper catalyst, in particular, promotes cycloadditions of pyrido[2,3-d]pyridazine and pyrido[3,4-d]pyridazine, enabling a new synthesis of quinoline and isoquinoline derivatives, as well as the formal [2 + 2] cycloaddition reaction of cyclohexenone with a siloxyalkyne.