Synthesis, spectroscopic analyses (FT-IR and NMR), vibrational study, chemical reactivity and molecular docking study and anti-tubercular activity of condensed oxadiazole and pyrazine derivatives

Pd/PTABS: Catalyst for Efficient C−H (Hetero)Arylation of 1,3,4‐Oxadiazoles Using Bromo(Hetero)Arenes

“…The commercial availability (Sigma Aldrich B8378) coupled with its application as a fluorescent compound for liquid scintillation neutrino detection makes Butyl‐PBD an ideal candidate for synthesis using the developed methodology. This was made possible by the C−H bond functionalisation of 2‐(4‐ tert‐ butylphenyl) 1,3,4‐oxadiazole with 4‐bromobiphenyl using the Pd/PTABS system to provide Butyl‐PBD ( 8 ) in 56% yield (Scheme A).Another molecule that has found immense biological applications is PHOXPY (2‐(5‐phenyl‐1,3,4‐oxadiazol‐2‐yl)pyrazine) possessing a central 1,3,4‐oxadiazole core substituted with phenyl and pyrazine. The synthesis of PHOXPY ( 9 ) was undertaken with 2‐(1,3,4‐oxadiazolyl)pyrazine used as the starting material that was functionalized with bromobenzene (Scheme B).…”

“…Emission spectra were recorded with a Varian Cary Eclipse fluorescence spectrophotometer in CHCl 3 at room temperature. Melting point references for known compounds,,, have been appropriately cited in the supporting information.…”

“…2,5‐Di(hetero)arylated1,3,4‐oxadiazoles are one such class of heteroarenes that has found increased importance in material and pharmaceutical chemistry in recent years. With the introduction of butyl‐PBD (2‐(4‐biphenylyl)‐5‐(4‐ tert ‐butylphenyl)‐1,3,4‐oxadiazoleas fluorescent organic scintillation material in the field of organic electronics and molecules such as Nesapidil (anti‐hypertensive agent),PHOXPY (possible anti‐tubercular agent) as well as FUOXPY (possible anti‐tubercular agent) in pharmaceuticals, 2,5‐di(hetero)arylated 1,3,4‐oxadiazoles are ideal candidates for synthetic exploration using C−H bond functionalisation strategy (Figure A).…”

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“…Antitubercular Activity: Armakovic and coworkers (2018) reported molecules containing 1, 3, 4-oxadiazole moiety attached to a pyrazine ring. The molecule with unsubstituted phenyl ring (19a) and the one with furan ring (19b) displayed activity of 1.6 µg/ml, while the most active molecules of the series, 19c, 19d and 19e displayed inhibitory activity of 0.8 µg/ml, which was 4 times more active than the reference, pyrazinamide [14][15][16] .…”

Cluster formation between an oxadiazole derivative with metal nanoclusters (Ag/Au/Cu), graphene quantum dot sheets, SERS studies, and solvent effects

“…SERS with gold is used as a sensor for drug monitoring in blood [42]. Mary et al reported a number of studies of oxadiazole and methoxyphenyl derivatives [43][44][45][46][47][48][49][50][51][52].…”