Collect. Czech. Chem. Commun. 1991, 56, 1495-1504
https://doi.org/10.1135/cccc19911495

2-(Biphenyl-4-yl)-5-phenyl-1,3,4-oxadiazole (PBD): Electrophilic 4’-substitution and following transformations

Antonín Kurfürsta, Pavel Lhotáka, Petr Nádeníka, Františka Raclová-Pavlíkováb and Josef Kuthana

a Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6
b Central Laboratories, Prague Institute of Chemical Technology, 166 28 Prague 6

Abstract

PBD was converted into 4’-substituted derivatives I-XII using usual electrophilic reagents. The decomposition of PBD, 4’-acetyl derivative I and 4’-nitro derivative VI with hydroiodic acid gave 4’-substituted 4-biphenylcarboxylic acids XIIIa-XIIIc and benzoic acid, respectively. The regioselectivity of the reaction was also proved by means of high resolution NMR spectroscopy.