An Efficient Promising Direction for the Synthesis of Dispirotripiperazine (6-6-6 DSTP) Core

Golmohammadi M., Pesyan N. N., ŞAHİN E.

SYNTHESIS-STUTTGART, 2024 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Basım Tarihi: 2024
  • Doi Numarası: 10.1055/s-0043-1774930
  • Dergi Adı: SYNTHESIS-STUTTGART
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, Compendex
  • Atatürk Üniversitesi Adresli: Evet

Özet

A new and facile route for the one-pot synthesis of 3,12-dicyano-3,6,9,12-tetraazadispiro[5.2.5(9).2(6)]hexadecane-6,9-diium dibromide as a dispirotripiperazine source was introduced by the simple reaction of 1,4-diazabicyclo[2.2.2]octane (DABCO) with cyanogen bromide (BrCN) under mild condition at room temperature. The hydrolysis of dicyanamide moieties in the prepared dispiro compound gave 3,12-diaza-6,9-diazoniadispiro[5.2.5.2]hexadecane dibromide with the dispirotripiperazine (6-6-6) core. The molecular structure of the new compound was characterized by FT-IR, H-1, C-13, HSQC NMR spectroscopy, mass and CHN analysis, and X-ray crystallography technique.