26165-67-3Relevant articles and documents
Cascade Synthesis of Pyrroles from Nitroarenes with Benign Reductants Using a Heterogeneous Cobalt Catalyst
Ryabchuk, Pavel,Leischner, Thomas,Kreyenschulte, Carsten,Spannenberg, Anke,Junge, Kathrin,Beller, Matthias
supporting information, p. 18679 - 18685 (2020/09/02)
A bifunctional 3d-metal catalyst for the cascade synthesis of diverse pyrroles from nitroarenes is presented. The optimal catalytic system Co/NGr-C@SiO2-L is obtained by pyrolysis of a cobalt-impregnated composite followed by subsequent selective leaching. In the presence of this material, (transfer) hydrogenation of easily available nitroarenes and subsequent Paal–Knorr/Clauson-Kass condensation provides >40 pyrroles in good to high yields using dihydrogen, formic acid, or a CO/H2O mixture (WGSR conditions) as reductant. In addition to the favorable step economy, this straightforward domino process does not require any solvents or external co-catalysts. The general synthetic utility of this methodology was demonstrated on a variety of functionalized substrates including the preparation of biologically active and pharmaceutically relevant compounds, for example, (+)-Isamoltane.
Synthesis and antitubercular activity of some N'-substituted benzoyl-4-(2,5dimethyl-1H-pyrrolyl) benzohydrazide Derivatives
Joshi, Shrinivas D.,Vinayak,Prem Kumar,Dixit, Sheshagiri R.
, p. 195 - 200 (2018/09/14)
Some new substituted dimethylpyrrolyl benzohydrazide derivatives have been synthesized as new antitubercular agents. Dimethylpyrrolyl benzohydrazide derivatives 4(a-j) were synthesized by the reaction of 4-(2,5-dimethyl-1H-pyrrol-1-yl)benzohydrazide (3) with substituted benzoic acids in N', N'-dimethyl formamide using 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, an amide coupling agent and N',N'-Diisopropylethylamine as a catalyst. All the newly synthesized compounds 4(a-j) were screened for in vitro antitubercular activity against Mycobacterium tuberculosis H37Rv and compounds have exhibited significant minimum inhibitory concentration values.
Synthesis, characterization, biological activity, and 3D-QSAR studies on some novel class of pyrrole derivatives as antitubercular agents
Joshi, Shrinivas D.,More, Uttam A.,Dixit, Sheshagiri R.,Korat, Haresh H.,Aminabhavi, Tejraj M.,Badiger, Aravind M.
, p. 1123 - 1147 (2014/03/21)
A new series of pyrrole derivatives have been designed, synthesized, and their structures have been elucidated along with the evaluation of antitubercular activity against Mycobacterium tuberculosis H37Rv using the microplate alamar blue assay method and antibacterial activity against Staphylococcus aureus, Bacillus subtilis, Klebsiella pneumoniae, and Escherichia coli by broth micro-dilution assay method. Structural activity relationships and 3D-QSAR analysis have been carried out by Topomer Comparative Molecular Field Analysis (CoMFA). Training set of 42 and test set of 8 active compounds were used to develop the method that showed cross-validated correlation coefficient (q 2) of 0.815, standard error of prediction of 0.36, non-cross-validated correlation coefficient (r 2) of 0.973, and standard error of estimate of 0.14 with six components. Graphical Abstract: Synthesis; spectral and 3D-QSAR studies; and antibacterial, antitubercular, and cytotoxic activities of a novel series of pyrrole derivatives are described.[Figure not available: see fulltext.]
