scholarly journals Microwave-assisted Eco-Friendly Synthesis and Antimicrobial Evaluation of Aryl-Triazole-1,3,4-Thiadiazols

2017 ◽  
Vol 1 (3) ◽  
pp. 17-22 ◽  
Author(s):  
Shalini Jaiswal ◽  
Smriti Dwivedi
Keyword(s):  
Microwave Irradiation ◽  
Organic Synthesis ◽  
Research Programme ◽  
Biologically Active Compounds ◽  
Solvent Free ◽  
Biologically Active ◽  
Aromatic Acid ◽  
One Pot ◽  
Active Compounds ◽  
Solvent Free Condition

Due to the growing awareness about environmental pollution and environmental legislation, recent years have witnessed a phenomenal increase in the application of microwave irradiation (MW) in organic synthesis. Heterocyclic compounds are abundant in nature and are of great significance to life because their structural subunits exist in many natural products such as vitamins, hormones, and antibiotics; hence, they have attracted considerable attention in the design of biologically active molecules and advanced organic chemistry. The application of molecular diversity technique to drug discovery is a multidisciplinary effort in organic synthesis. Medicinal chemistry concerns with the discovery, development, interpretation and the identification of mechanism of action of biologically active compounds at the molecular level. Encouraged by above reports and as part of our research programme for development of eco-friendly synthetic protocol for biologically active compounds as well as in pursuing of our work on new solvent-free cyclisation here we report the synthesis of aryl-triazalo -1, 3, 4-thidiazoles. The one-pot reaction of mercapto-s-triazole with aromatic acid using AlCl3 as a catalyst under microwave irradiation (2-3 min) and in solvent-free condition gave aryl-triazalo -1, 3, 4-thidiazoles with improved yield is described here. Keywords: Aryl-triazalo-1, 3, 4-thiadiazoles, Aromatic acid, AlCl3, cyclisation, S. aureus, E. coli, B. subtilis.

New Potential Biologically Active Compounds: Synthesis and Characterization of Urea and Thiourea Derivativpes Bearing 1,2,4-oxadiazole Ring

2020 ◽  
Vol 17 (7) ◽  
pp. 525-534 ◽  
Author(s):  
Nevin Arıkan Ölmez ◽  
Faryal Waseer
Keyword(s):  
Microwave Irradiation ◽  
Room Temperature ◽  
Antimicrobial Activities ◽  
Phenyl Isocyanate ◽  
Single Step ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Active Compounds ◽  
Thiourea Derivatives ◽  
Acyl Chlorides

Background: Urea, thiourea, and 1,2,4-oxadiazole compounds are of great interest due to their different activities such as anti-inflammatory, antiviral, analgesic, fungicidal, herbicidal, diuretic, antihelminthic and antitumor along with antimicrobial activities. Objective: In this work, we provide a new series of potential biologically active compounds containing both 1,2,4-oxadiazole and urea/thiouprea moiety. Materials and Methods: Firstly, 5-chloromethyl-3-aryl-1,2,4-oxadiazoles (3a-j) were synthesized from the reaction of different substituted amidoximes (2a-j) and chloroacetyl chloride in the presence of pyridine by conventional and microwave-assisted methods. In the conventional method, 1,2,4-oxadiazoles were obtained in two steps. O-acylamidoximes obtained in the first step at room temperature were heated in toluene for an average of one hour to obtain 1,2,4-oxadiazoles. The yields varied from 70 to 96 %. 1,2,4-oxadiazoles were obtained under microwave irradiation in a single step in a 90-98 % yield at 160 °C in five minutes. 5-aminomethyl-3-aryl-1,2,4- oxadiazoles (5a-j) were obtained by Gabriel amine synthesis in two steps from corresponding 5-chloromethyl-3- aryl-1,2,4-oxadiazoles. Finally, twenty new urea (6a-j) and thiourea (7a-j) compounds bearing oxadiazole ring were synthesized by reacting 5-aminomethyl-3-aryl-1,2,4-oxadiazoles with phenyl isocyanate and isothiocyanate in tetrahydrofuran (THF) at room temperature with average yields (40-70%). Results and Discussions: An efficient and rapid method for the synthesis of 1,2,4-oxadiazoles from the reaction of amidoximes and acyl halides without using any coupling reagent under microwave irradiation has been developed, and twenty new urea/thiourea compounds bearing 1,2,4-oxadiazole ring have been synthesized and characterized. Conclusion: We have synthesized a new series of urea/thiourea derivatives bearing 1,2,4-oxadiazole ring. Also facile synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from amidoximes and acyl chlorides under microwave irradiation was reported. The compounds were characterized using FTIR, 1H NMR, 13C NMR, and elemental analysis techniques.

Lawsone in organic synthesis

RSC Advances ◽  
2015 ◽  
Vol 5 (83) ◽  
pp. 67909-67943 ◽  
Author(s):  
Alessandro K. Jordão ◽  
Maria D. Vargas ◽  
Angelo C. Pinto ◽  
Fernando de C. da Silva ◽  
Vitor F. Ferreira
Keyword(s):  
Organic Synthesis ◽  
Biologically Active Compounds ◽  
Starting Material ◽  
Biologically Active ◽  
Active Compounds

Lawsone has been used as the starting material for the synthesis of a variety of biologically active compounds and materials.

Green synthesis of fused chromeno-pyrazolo-phthalazine derivatives with silica-supported bismuth nitrate under solvent-free condition

2020 ◽  
Vol 17 ◽  
Author(s):  
Afroz Aslam ◽  
Mehtab Parveen ◽  
Kushvendra Singh
Keyword(s):  
Functional Materials ◽  
Solvent Free ◽  
Bismuth Nitrate ◽  
Biologically Active ◽  
One Pot ◽  
Free Condition ◽  
Solvent Free Condition ◽  
Solvent Free Conditions ◽  
Heterocyclic Aldehydes ◽  
Aromatic Heterocyclic

Aim: To synthesize chromeno-pyrazolo[1,2-b]phthalazine-6,9,14(7H)-trione analogs with the help of silica-supported bismuth nitrate catalyst. Background: Nitrogen-containing heterocyclic compounds are widespread, and their applications to pharmaceuticals, agrochemicals, and functional materials are becoming more and more important. Pyrazoles are an important class of compounds for new drug development, as they are the core structure of numerous biologically active compounds, including blockbuster drugs such as celecoxib, viagra, pyrazofurine, and many others. Similarly, heterocycles containing a phthalazine moiety are of current interest due to their pharmacological and biological activities, for example, pyrazolo[1,2-b]phthalazinedione is described as an anti-inflammatory, analgesic, antihypoxic, and antipyretic agent. Objective: In continuation of our ongoing investigation for the construction of efficient and simple approaches for the preparation of heterogeneous catalysts herein we wish to disclose a highly efficient, simple, and one-pot synthesis of chromeno-pyrazolo-phthalazine derivatives via a one-pot multi-component reaction between 4-hydroxycoumarin, aromatic/heterocyclic aldehydes and 2,3-dihydro-1,4- phthalazinedione using silica-supported bismuth nitrate as an inexpensive, environmentally friendly and reusable catalysts under solvent-free conditions. Materials and Methods: Microanalytical data (C, H, and N) were collected on Carlo Erba analyzer model 1108. The microwave synthesis was performed in Anton Paar, Monowave 300 microwave synthesizer. Melting points were measured in open glass capillaries in the Kofler apparatus and may be uncorrected. Spectroscopic data were obtained using the following instruments: Fourier transform infrared spectra (KBr discs, 4000-400 cm-1 ) by Shimadzu IR-408 Perkin-Elmer 1800 instrument; 1H NMR and 13C NMR spectra by Bruker Avance-II 400 MHz using DMSO-d6 as a solvent containing TMS as the internal standard. Mass spectra were set down on a JEOL D-300 mass spectrometer. Results: To continue our ongoing studies to synthesize heterocyclic and pharmaceutical compounds by mild, facile, and efficient protocols, herein we wish to report our experimental results on the synthesis of chromeno-pyrazolo-phthalazine derivatives under solvent-free condition derivatives, using various aromatic/heterocyclic aldehydes in the presence of silica-supported bismuth nitrate catalyst. The prepared catalyst was characterized by various physical and chemical techniques. Conclusion: We have demonstrated an efficient reaction path for the synthesis of new aryl and heteroaryl chromeno-pyrazolo[1,2- b]phthalazine-6,9,14(7H)-trione by one-pot three-component condensation of aryl/heteroaryl aldehydes, 2,3-dihydro-1,4-phthalazinedione and 4-hydroxy coumarin using silica-supported bismuth nitrate (SSBN) under microwave irradiation. The scheme not only offers the use of microwave at low temperatures and significant yield of products but also affords mild reaction conditions, without harmful solvent, shorter reaction times, high purity, operational simplicity, and easy workup.

Ring Closing Metathesis Approach for the Construction of Carbazoles and Indole-Fused Ring Systems

2021 ◽  
Author(s):  
Tirtha Mandal ◽  
Jyotirmayee Dash
Keyword(s):  
Organic Synthesis ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Ring Closing Metathesis ◽  
Active Compounds ◽  
Widespread Occurrence ◽  
Ring Systems ◽  
Fused Ring

The synthesis and functionalization of carbazole ring systems have received considerable attention in organic synthesis due to their widespread occurrence in biologically active compounds . One of the classical methods...

The Use of Cinnamic Acid and Cinnamaldehyde, as Bio-Based Molecules, in Organic Synthesis and Preparation of Biologically Active Compounds

2020 ◽  
Vol 17 ◽  
Author(s):  
Anna S. Zalivatskaya ◽  
Dmitriy N. Zakusilo ◽  
Aleksander V. Vasilyev
Keyword(s):  
Biological Activity ◽  
Double Bond ◽  
Carbonyl Group ◽  
Organic Compounds ◽  
Organic Synthesis ◽  
Cinnamic Acid ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Active Compounds ◽  
Platform Chemicals

: Cinnamic acid and cinnamaldehyde may be obtained from renewable plant bio-mass, Cinnamon plants, therefore these compounds should be considered as bio-based platform chemicals for synthesis of novel substances. This review describes recent achievements in organic synthesis based on transformations of cinnamaldehyde, cinnamic acid and its derivatives, focusing, mainly, on the preparation of biologically active compounds. Reactions of these cinnamic derivatives may proceed both onto carbon-carbon double bond and carbonyl group that allows obtaining a wide variety of organic compounds having high synthetic importance and different practically valuable properties, including biological activity.

scholarly journals Preparation, characterization, and use of novel Cu@Fe3O4 MNPs in the synthesis of tetrahydrobenzimidazo[2,1-b]quinazolin-1(2H)-ones and 2H-indazolo[2,1-b]phthalazine-triones under solvent-free conditions

RSC Advances ◽  
2019 ◽  
Vol 9 (26) ◽  
pp. 15061-15072
Author(s):  
Lilin Jiang ◽  
Zumrat Druzhinin
Keyword(s):  
Biologically Active Compounds ◽  
Solvent Free ◽  
Biologically Active ◽  
Active Compounds ◽  
Catalytic Behavior ◽  
Solvent Free Conditions ◽  
Fe3o4 Mnps

Cu@Fe3O4 MNPs as novel nanomagnetic reagents were prepared to investigate their catalytic behavior in the preparation of tetrahydrobenzimidazo[2,1-b]quinazolin-1(2H)-ones, as important biologically active compounds.

Sign in / Sign up

Export Citation Format

Share Document