Synthesis of triazole derivatives of levoglucosenone as promising anticancer agents. Effective exploration of the chemical space through retro-aza-Michael//aza-Michael isomerizations

TSAI, Y. H.; BORINI ETICHETT, C. M.; DI BENEDETTO, C.; GIRARDINI, J. E.; MARTINS, F. T.; SPANEVELLO, R.A.; SUÁREZ, A.G.; SAROTTI, A.M.*

JOURNAL OF ORGANIC CHEMISTRY

AMER CHEMICAL SOC

Lugar: Washington; Año: 2018

0022-3263

The design and synthesis of biomass-derived triazoles and the in vitro evaluation as potential anticancer agents is described. The discovery of base-catalyzed retro-aza-Michael//aza-Michael isomerizations allowed the exploration of the chemical space by affording novel types of triazoles, difficult to obtain otherwise. Following this strategy, 2,4-disubstituted-1,2,3-triazoles could be efficiently obtained from the corresponding 1,4-disubstituted analogues.