α-Amination and the 5-exo-trig cyclization reaction of sulfur-containing Schiff bases with N-phenyltriazolinedione and their anti-lipid peroxidation activity
Comptes Rendus Chimie, cilt.20, sa.4, ss.424-434, 2017 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 20 Sayı: 4
- Basım Tarihi: 2017
- Doi Numarası: 10.1016/j.crci.2016.05.024
- Dergi Adı: Comptes Rendus Chimie
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.424-434
- Anahtar Kelimeler: Triazolinedione, Amino acid, Schiff base, 1,2-Dipole, alpha-Amination, 5-exo-trig cyclization
- Açık Arşiv Koleksiyonu: AVESİS Açık Erişim Koleksiyonu
- Kırklareli Üniversitesi Adresli: Evet
Özet
Triazolinedione quenches efficiently the 1,2-dipoles from Schiff bases of glycine esters which are formed via a [1,2-H]-prototropic shift of their α-hydrogens, and affords the respective α-aminated products in good yields. Competition experiments show a stabilization of the 1,2-dipole from the sulfide substituent. 5-exo-trig cyclization of N-PhTAD with Schiff bases of other amino acids gave triazolines. The antioxidative and lipoxygenase inhibitory activities of the novel synthesized compounds were studied.