CuCl/AgSbF6 and Rh-2(OAc)(4) Comparison for the Synthesis of N-O Tethered Three and Five Membered Rings via Diazo Chemistry

Merey G., Kubilay H. N., Anac O.

CHEMISTRY LETTERS, cilt.50, sa.4, ss.668-671, 2021 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 50 Sayı: 4
  • Basım Tarihi: 2021
  • Doi Numarası: 10.1246/cl.200863
  • Dergi Adı: CHEMISTRY LETTERS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Aquatic Science & Fisheries Abstracts (ASFA), Chemical Abstracts Core, Metadex
  • Sayfa Sayıları: ss.668-671
  • Marmara Üniversitesi Adresli: Evet

Özet

Diazocarbonyl compounds are versatile precursors of carbenes leading to various structures by using several metal catalysts, especially copper and rhodium salts. In this study, eight different diazocarbonyls having N-O moiety were used. The N-O tethered structures were prefened because they may allow some useful transformations of the final products into valuable compounds via N-O cleavage. In the presence of a double bond on the -OR function of the starting diazo compound, CuCl/AgSbF6 catalyst yielded only cyclopropyl fused oxazinane/oxazepane derivatives over cyclopropanation while Rh-2(OAc)(4) catalyst was giving mainly isooxazolidinones via C-H insertion.