alpha-Amination and the 5-exo-trig cyclization reaction of sulfur-containing Schiff bases with N-phenyltriazolinedione and their anti-lipid peroxidation activity

作者：Pelit Emel^*; Oikonomou Kosmas; Gul Melek; Georgiou Dimitra; Szafert Slawomir; Katsamakas Sotirios; Hadjipavlou Litina Dimitra; Elemes Yiannis

来源：Comptes Rendus Chimie, 2017, 20(4): 424-434.

DOI：10.1016/j.crci.2016.05.024

• Triazolinedione
• Amino acid
• Schiff base
• 1,2-Dipole
• alpha-Amination
• 5-exo-trig cyclization

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 alpha-hydrogens, and affords the respective alpha-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.

• 出版日期2017-4