Sharif Digital Repository

At the first part of project, different kinds of monodithiocarbamates were synthesized.In order to prepare these compounds two methods have been used:Reactions of amines and carbon disulfide in water and finally addition of Michael acceptors.Reaction of amines and carbon disulfide, then addition of alkyl halides under solvent-free conditions.Dithiocarbamate salts are prepared in ether by using CF3SO3CH3 as the methylation agent with resulted monodithiocarbamates at the first part of the project. These salts are found to be ionic liquids, which is important class of organic compounds.At the second part of project, the Michael additions of amines with divinyl sulfone are investigated in... 

In order to obtain more insight into the enzymatic oxygen-atom-transfer (OAT) process and elucidate the relation between the structure and function of the synthetic model complexes, new molybdenum and tungsten complexes containing different chelating ligands were systematically prepared and investigated. Herein, the cis-dioxo-molybdenum(VI) complexes with new aromatic dithiolene ligands, formulated as [MoO2(2,3ppdt)2]NR4 and [MoO2(3,4ppdt)2]NR4, (2,3ppdt= pyrido-2,3-pyrazine-2,3-dithiolato, 3,4ppdt= pyrido-3,4-pyrazine-2,3-dithiol and R= Et or Bu) were prepared and investigated by elemental analysis, IR, 1H NMR and UV-Vis spectroscopic methods. An OAT reaction of [MoO2(2,3ppdt)2]2– with PPh3... 

Development of strategically important processes which are environmentally benign with simple methodology and work-up by low toxic material is currently reciving considerable attention.In recent years, dithiocarbamates (DTCs) and their synthesis with a green procedure have received many attention because of their undeniable applications.These synthetic compounds play important roles either in academia and industry. Here a simple, efficient and regiospecific method for synthesis of dithiocarbamates is described by one-pot three-component reaction of an amine, CS2 and alkyl vinyl ether via Markovnikov addition reaction in poly ethylene glycol (PEG) under a mild and green procedure with... 

This research project contains two parts that investigating new approaches for becoming closer to green chemistry principals is clear in it. In the first part we tried to synthesis dithiocarbamate salts using aromatic amins and than Michael addition of them to prepare bifunctional dithiocarbamats. But we found ?-thiols as final product. In the second part of this project, we investigated the regioselective epoxide ring opening with aromatic amines by using boric acid and glycerol in water as a green media. Corresponding ?-amino alcohols were obtained with excellent yields and considerable regioselectivity. High yields of the products, mild reaction conditions, using green catalyst and water... 

Dithiocabamates are valuable compounds due to their wide application as herbicides, fungicides, antitumor and etc. Another aspect of dithiocarbamates is their application in coordination chemistry. In this project, 3-((pyridin-2-yl) methyl amino) propane nitrile was prepared via Michael addition reaction of 1-methyl¬amino¬pyridine and acrylonitrile in water. Then this compound was converted to its potassium dithiocarbamate salt via treatment with carbon disulfide in the presence of potassium hydroxide in tetrahydrofuran. The prepared ligand was used in complexation with metal salts of Zn, Hg, Ni and Sn to prepare their dithiocarbamate complexes. The structure of complexes was elucidated by... 

Dithiocarbamates are a group of compounds that nowadays have been used extensively in pharmaceutical agents, organicsynthesis and as fungicides in agriculture.We haveshown, an efficient. regiospecific method for the synthesis of cyclic dithiocarbamates by one-pot three-component cascade reaction of an amine, CS2 and α,β-unsaturated aldehyde via Michael addition/hemiamination reaction in watre under a mild and green procedure with excellent yields and complete regioselectivity  

The reaction of α-haloketones with a variety of dithiocarbamate derivatives for the synthesis of various 2-alkylthiothiazole heterocyclic compounds was investigated in this thesis. To this end, different dithiocarbamates were initially synthesized through the reaction of amines, carbon disulfide and various alkyl halides; then, these dithiocarbamates were reacted with α-bromoketones (bromoacetophenone and chloroacetone) resulting in the formation of range of 2-alkyl thiothiazoles. To optimize the reaction conditions, ethanol and water were tested as solvents in the presence of ZrCl4 as catalyst. According to the data obtained, ethanol was selected as the optimum solvent using ZrCl4 as... 

Sulfur containing compounds are known as the most applicable group of organic compounds. Due to their medicinal and biological applications, dithiocarbamates are the most considerable among the many sulfur containing compounds. There are many procedures reported to synthesize these compounds as synthetic intermediates instead of thiophosgen and isothiocyanates. The reaction of amine and carbon disulfide is reported as the best and least hazardous way to synthesize this functional group. In this project heterocyclic compounds such as thiazoles, thiazolidine-2-thione, and 2-(alkylthio)thiazol-4(5H)-one derivatives were synthesized from the reaction of prepared dithiocarbamates with in situ... 

Nowadays, using one-pot multicomponent reactions in the synthesis of organic and natural compounds has attracted a lot of attention due to their ideal synthetic features. These types of reactions play an important role in synthetic chemistry by reducing reaction steps, costs, wastes, and by-products and increasing the reaction efficiency as an efficient method. The issue that led to this project was the development of a novel procedure for developing synthetic methods for the synthesis of thioxo-pyrrolidine 3-carbutamide compounds. In this study, the first Mumm rearrangement was performed by using dithiocarbamates by applying ultrasonic irradiation. The reaction was investigated in methanol... 

Nowadays, heterocycle compounds containing sulfur have become very important in various industries, especially the pharmaceutical industry; Therefore, these two projects aim to provide better and more efficient ways to synthesize these types of compounds. In the first project, we developed an efficient one-pot, four-component procedure for the synthesis of 2,6-diamino-4-Aryl-4H-Thiopyran-3,5-dicarbonitrile derivatives via a reaction between primary amines, carbon disulfide, malononitrile, and benzylidenemalononitrile in the presence of magnetic NH2.MIL-101(Fe)/ED as a basic metal-organic framework catalyst. Magnetic NH2.MIL-101(Fe)/ED was synthesized through anchoring FeCl3 on CoFe2O4... 

In the first section, a novel and efficient multicomponent reaction for the synthesis of polysubstituted pyrrolidine derivatives is described under catalyst-free conditions using unltrasonic irradiation. The reactions were performed via a one-pot four-component condensation of secondary amines, carbon disulfide, isocyanides, and gem-dicyano olefins at room temperature to afford polysubstituted pyrrolidines diastereoselectively in 56-96% yields. This is the first report of Mumm-type rearrangement with dithiocarbamates followed by intramolecular cyclization which lead to the preparation of the key structure of pyrrolidine.In the second section, an efficient and unprecedented green protocol... 

The magnetic MOF-based catalytic system has been reported here to be an efficient catalyst for synthesis of carbamates under optimal conditions. The robust MOF catalyst was built based on magnetic nanoparticles and HKUST-1 which further modified with thioacetamide and carbonization. The catalyst structure was confirmed by various techniques. Furthermore, the products’ yields were obtained in good to excellent for all reactions under mild conditions which result from superior activity of the synthesized heterogeneous catalyst containing Cupper. Also, the magnetic property of the MOF-based catalyst makes it easy to separate from reaction mediums and reuse in the next runs. In summary, the... 

An efficient one-pot procedure is described for the synthesis of derivatives of 3,4-Dihydrochromen-2-ones under solvent-free and metal-free conditions via a pseudo-four-component domino reaction of acetic anhydride, aryl aldehydes, glycine-based dithiocarbamates, and phenols/naphthols. All products were made under green strategy with high yields

 

Dithiocarbamates have demonstrated extensive applications as synthetic intermediates in the synthesis of functional groups and heterocyclic rings. These compounds, due to their high nucleophilicity, are capable of reacting with a wide range of electrophiles, including aldehydes, alkyl halides, azo compounds, diazo compounds, and many others, yielding diverse and valuable products. This project aims to investigate the reaction of dithiocarbamate salts with fluorinating agents for the synthesis of thiocarbamoyl fluorides. Initially, dithiocarbamate salts were prepared via the reaction of amines with carbon disulfide and the presence of an inorganic base, followed by their conversion to target...