Ah. Moustafa et al., ENHANCED REACTIVITY OF PYRIDIN-3-OL TOWARDS 4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE - FMO TREATMENT OF THE CYCLOADDITION PROCESS, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 37(5), 1998, pp. 433-438
Pyridin-3-ol reacts extremely fast as 4 pi electrocyclic component acr
oss the 2- and 6-positions of the pyridine ring with the potent azo-di
polarophile, 1, 2, 4-triazoline-3, 5-dione. Structural and configurati
onal assignments are deduced from elemental and spectral evidence. FMO
treatment of the enhanced 1, 3-dipolar character of pyridin-3-ol towa
rds the cis-azo-dipolarophile has been performed using ASEDMO calculat
ions method.