jo9b00812_si_001.pdf (5.11 MB)
Synthesis of 1,2,4-Oxadiazoles by Tandem Reaction of Nitroalkenes with Arenes and Nitriles in the Superacid TfOH
journal contribution
posted on 2019-05-22, 00:00 authored by Andrei
A. Golushko, Olesya V. Khoroshilova, Aleksander V. VasilyevThe tandem reaction of nitroalkenes
with arenes and nitriles in
the superacid CF3SO3H (TfOH) results in the
formation of 1,2,4-oxadiazole derivatives in yields up to 96%. This
reaction proceeds via the consequent interaction of arenes and nitriles,
as nucleophiles, with intermediate cationic species derived by the
protonation of nitroalkenes in TfOH. This is novel and general synthesis
of 1,2,4-oxadiazoles, which are very important compounds for medicinal
chemistry.