One-pot Multicomponent Method Research Articles

GREENER SYNTHESIS OF PYRANOPYRAZOLE DERIVATIVES CATALYZED BY CaO NANOPARTICLES

We report on the development of a novel green synthetic protocol for the series of pyrano-pyrazole derivatives (5an) in a one-pot multi-component method using CaO nanoparticles as the heterogeneous catalyst. The CaO nanoparticles were synthesized by a greener route using an economic and efficient alternative i.e. papaya leaf extract and exhibited excellent catalytic activity, and this plant-mediated synthesis of CaO nanoparticles is a very promising area of research. CaO nanoparticles can be efficiently used in the synthesis of pyrano-pyrazoles and this catalytic approach can deliver the appropriate products in a rapid reaction time with a high yield (85–91%).The current protocol has various advantages, including a short reaction time, a high percent yield, a clean reaction, a simple separation technique, and a recoverable catalyst that retains its catalytic activity when utilized in subsequent reactions.Characterization of synthesized pyrano-pyrazole derivatives is done by IR, 1H and 13C NMR spectral data as well as HOMO-LUMO calculations.

Sonochemical synthesis of 5-substituted 1H-tetrazoles catalyzed by ZrP2O7 nanoparticles and regioselective conversion into new 2,5-disubstituted tetrazoles

Abstract The ultrasound-assisted preparation of 2-(1H-tetrazol-5-yl) acrylonitrile derivatives via a one-pot multi-component method is described successfully using ZrP2O7 nanoparticles as a catalyst. Readily available tetrazoles can be transformed into the corresponding 1,5- and 2,5-disubstituted tetrazoles. 2,4′-Dibromoacetophenone gave the corresponding 2,5-disubstituted derivative as the only isomer. Synthesis of tetrazole derivatives with excellent yields in short times, a wide range of products under ultrasound irradiation, environmental benignity and a simple work-up procedure are some of the important features of this protocol.

Sonochemical synthesis of 2,4-disubstituted quinolines catalyzed by phosphosulfonic acid (PSA) under solvent-free conditions

A simple, efficient and environment-friendly one-pot multicomponent method has been developed for synthesizing 2,4-disubstituted quinolones. It uses ultrasound-mediated condensation of aldehydes, alkynes and amines in the presence of various catalysts under solvent-free conditions. Phosphosulfonic acid (PSA)was found to be superior to other catalysts for the reaction of 2-methoxybenzaldehyde and ethynylbenzene with 4-methoxyaniline.A series of 2,4-disubstituted quinolines were synthesized in good to excellent yields after short reaction times when compared to the conventional thermal method.Thisnew procedure provides several advantages over current methods, including: simple work-up, cost effectiveness, a wide range of functional group tolerance and use of an inexpensive reusable heterogeneous catalyst. All new compounds were identified and characterized by 1 H, 13 C NMR and HRMS spectra.

Pentafluorophenylammonium triflate as a suitable and effective metal-free catalyst for the synthesis of quinazoline derivatives via one-pot multicomponent method

A simple and facile synthesis of highly functionalized quinazoline derivatives has been successfully developed by treatment of aldehydes, ammonium acetate, and 2-aminoaryl ketones or isatoic anhydride under reflux conditions in the presence of a pentafluorophenylammonium triflate (PFPAT) organocatalyst. These catalytic condensation reactions represent green chemical processes, while the PFPAT organocatalyst is air-stable, cost-effective, easy to handle, and easily removed from the reaction mixtures.

Antimycobacterial Agents: Synthesis and Biological Evaluation of Novel 4-(Substituted-phenyl)-6-methyl-2-oxo-N-(pyridin-2-yl)-1,2,3,4-tetrahydropyrimidine- 5-carboxamide Derivatives by Using One-pot Multicomponent Method

Antimycobacterial Agents: Synthesis and Biological Evaluation of Novel 4-(Substituted-phenyl)-6-methyl-2-oxo-N-(pyridin-2-yl)-1,2,3,4-tetrahydropyrimidine- 5-carboxamide Derivatives by Using One-pot Multicomponent Method

Antimycobacterial Agents: Synthesis and Biological Evaluation of Novel 4-(Substituted-phenyl)-6-methyl-2-oxo-N-(pyridin-2-yl)-1,2,3,4-tetrahydropyrimidine- 5-carboxamide Derivatives by Using One-pot Multicomponent Method

The aim of this work was to synthesize a series of compounds to study their antimycobacterial potential. Eight compounds were found to be most active with minimum inhibitory concentration of less than 6μM and were more active than Isoniazid (INH) against Mycobacterium tuberculosis H37Rv (MTB). Compounds with electron withdrawing group substituted on the aryl ring were showing better activity. Among the fifteen newly synthesized compounds, compound 6- methyl-4-(4-nitrophenyl)-2-oxo-N-(pyridin-2-yl)-1,2,3,4tetrahydropyrimidine-5-carboxamide (B) was found to be the most active agent against MTB and INH resistant Mycobacterium tuberculosis (INHR-MTB) with minimum inhibitory concentration of <0.35 μM. Keywords: Antimycobacterial, Biginelli, Dihydropyrimidine, One pot, Mycobacterium tuberculosis, multidrug-resistant TB, antituberculosis activity, nitroimidazoles, antitubercular activities

ChemInform Abstract: Design and Synthesis of 3,5‐Diarylpiperidin‐2,6‐diones as Anticonvulsant Agents.

The present Letter describes a one-pot multi-component method that allows the efficient and mild preparation of 3,5-diphenylpiperidin-2,6-dione and a new series of 3,5-diarylpiperidin-2,6-dione derivatives from ethyl 2-arylacetates, formaldehyde and ammonia/aliphatic/aromatic amines. The structures of the compounds were elucidated by IR, NMR spectroscopic data and microanalyses. The anticonvulsant activities of these compounds were evaluated by maximal electroshock seizure test and were also evaluated for motor impairment. Among the synthesized compounds, 5a, 5b, 5d, and 5e could be considered potentially the most useful and safe therapeutic compound and 5g, 5i, 5j, 5m, and 5o exhibit potent activities.

SBA-15/TFE (SBA-15/2,2,2-trifluoroethanol) as a suitable and effective metal-free catalyst for the preparation of the tri- and tetra-substituted imidazoles via one-pot multicomponent method

Adduct of unfunctionalized SBA-15 mesoporous and 2,2,2-trifluoroethanol (SBA-15/TFE) acts as a catalyst for the reaction between of an aldehyde, amine and ammonium acetate with benzil to provide an entry in the synthesis of high substituted imidazole derivatives as a synthetic potential and a pharmaceutical interest compound via one-pot multicomponent method. The present method carries the advantages of being performed under the neutral conditions and requires no activation or modification of the substrates. The catalyst can be reused without an obvious loss of the catalytic activity.

Design and synthesis of 3,5-diarylpiperidin-2,6-diones as anticonvulsant agents

The present Letter describes a one-pot multi-component method that allows the efficient and mild preparation of 3,5-diphenylpiperidin-2,6-dione and a new series of 3,5-diarylpiperidin-2,6-dione derivatives from ethyl 2-arylacetates, formaldehyde and ammonia/aliphatic/aromatic amines. The structures of the compounds were elucidated by IR, NMR spectroscopic data and microanalyses. The anticonvulsant activities of these compounds were evaluated by maximal electroshock seizure test and were also evaluated for motor impairment. Among the synthesized compounds, 5a, 5b, 5d, and 5e could be considered potentially the most useful and safe therapeutic compound and 5g, 5i, 5j, 5m, and 5o exhibit potent activities.