Enhanced reactivity of pyridin-3-ol towards 4-phenyl-1,2,4-triazoline-3,5-dione: FMO treatment of the cycloaddition process

摘要

Pyridin-3-ol reacts extremely fast as 4#pi# electrocyclic component across the 2- and 6-positions of the pyridine ring with the potent azo-dipolarophile, 1,2,4-triazoline-3,5-dione. Structural and configurational assignments are deduced from elemental and spectral evidence. FMO treatment of the enhanced 1, 3-dipolar character of pyridin-3-ol towards the cis-azo-dipolarophile has been performed using ASEDMO calculations method.