An efficient synthesis, X-ray and spectral characterization of biphenyl derivatives

Abstract

Derivatives of 1,3-thiazolidin-2,4-dione appended to biphenyl ring viz., 7-9, 16-18 were prepared. The newly synthesized compounds were confirmed by IR, NMR ( 1 H and 13 C) MS and elemental analyses. Single crystal X-ray diffraction study was carried out for one of the final compounds 9.

Bacterial Peptide deformylase inhibition of cyano substituted biaryl analogs: Synthesis, in vitro biological evaluation, molecular docking study and in silico ADME prediction

“…The 4 0 -(bromomethyl)biphenyl-2-carbonitrile 4 was synthesized from commercially available 4 0 -methylbiphenyl-2-carbonitrile 3 in good yield (85%) according to published procedure. 16 Further, to expand the series, cyano substituted biaryl analogs 5(a-m) were prepared reacting the compound 4 with various substituted aromatic/heterocyclic amines in N,N-dimethylformamide (DMF) using K 2 CO 3 as catalyst. All the reactions proceeded well in 4-6 h to give products in very good yields (80-90%).…”

Bacterial Peptide Deformylase Inhibition of Tetrazole‐Substituted Biaryl Acid Analogs: Synthesis, Biological Evaluations, and Molecular Docking Study

“…The 5‐(4′‐methylbiphenyl‐2‐yl)‐1‐trityl‐1 H ‐tetrazole 5 (yield = 74%) was synthesized from compound 4 and (chloromethanetriyl)tribenzene in toluene by stirring at room temperature. The bromination of 5‐(4′‐methylbiphenyl‐2‐yl)‐1‐trityl‐1 H ‐tetrazole 5 was carried out to get 5‐(4′‐(bromomethyl)biphenyl‐2‐yl)‐1‐trityl‐1 H ‐tetrazole 6 in good yield (88%) . Further, to expand the series, tetrazole‐substituted biaryl acid analogs 7a–l were prepared by reacting the compound 6 with various substituted aromatic/heterocyclic amines in N,N ‐dimethylformamide (DMF) using K 2 CO 3 as catalyst.…”

Design and synthesis of 4′‐((5‐benzylidene‐2,4‐dioxothiazolidin‐3‐yl)methyl)biphenyl‐2‐carbonitrile analogs as bacterial peptide deformylase inhibitors

“…The compounds 8(a–j) were synthesized via Knoevenagel condensation reaction by reacting 2,4‐thiazolidinedione 7 and various aromatic aldehydes in the presence of sodium acetate and acetic acid . The 4′‐(bromomethyl)biphenyl‐2‐carbonitrile 10 was synthesized from commercially available 4′‐methylbiphenyl‐2‐carbonitrile 9 in good yield (85%) according to published procedure . Further, to expand the series, the compounds 11(a–j) were prepared by reacting the compound 10 with various synthesized compounds 8(a–j) in N,N ‐dimethylformamide (DMF) using K 2 CO 3 as catalyst (Supporting information).…”