Synthesis of thiophene derivatives pdf

Reagents such as phosphorus pentasulfide or lawessons reagent act as sulfurizing agents as well as dehydrating agents, allowing a reaction pathway that could lead first to the formation of furans. A series of carbazole thiophene dimers, p1p9, were synthesized using suzukimiyaura and ullmann coupling reactions. In addition, they undergo a wide variety of reactions with many other reagents. The reaction proceeded under mild conditions to produce useful benzothiophene and indole derivatives.

Design, synthesis and biological evaluation of 3,5. Apr 18, 2019 a new series of thiophene analogues was synthesized and checked for their in vitro antibacterial, antifungal, antioxidant, anticorrosion and anticancer activities. Supporting information supporting information file 1. Specialized thiophenes can be synthesized similarly using lawessons reagent such as a bright counter and display endosymbiotic hypothesis quizlet medical terminology on a synthesis than pdf. Synthesis and antitumor activity of some novel thiophene, pyrimidine, coumarin, pyrazole and pyridine derivatives. Synthesis and some reactions of sulfides of the thiophene series communication 8. Methods for the synthesis of keto derivatives of the little studied naphtho1,8bcthiophene system have been developed.

Synthesis and applications of thiophene derivatives as. Fiesselmann thiophene synthesis the fiesselmann thiophene synthesis involves the condensation reaction of thioglycolic acid derivatives with acetylenic esters, which upon treatment with base results in the formation of 3hydroxy2thiophenecarboxylic acid derivatives. The reaction of the 24oxo4,4dihydrothiazol2ylacetonitrile 1 with cyaclopentanone 2 afforded the condensed product 3. A new series of thiophene analogues was synthesized and checked for their in vitro antibacterial, antifungal, antioxidant, anticorrosion and anticancer activities. The latter underwent a series of heterocyclizations through its reaction with different reagents. Recent advances in the synthesis of thiophene derivatives by. A series of ethyl2substituted benzylideneamino4,5,6,7tetrahydrobenzobthiophene3carboxylate derivatives were synthesized by using gewald synthesis and their structures were confirmed by ftir, ms and 1hnmr. Hinsberg thiophene synthesis an overview sciencedirect topics. Scientific paper new approaches for the synthesis of thiophene derivatives with antitumor activities rafat m. Thiophene and especially its derivatives occur in petroleum, sometimes in concentrations up to %. Next, we studied the reactivity of compounds 3ac towards thiophene synthesis using the wellknown gewalds thiophene synthesis 14 15.

In the present work, we study the reactivity of compound 3 resulting from reaction of the 24oxo4,4dihydrothiazol 2ylacetonitrile 1 with cyclopentanone to produce novel thiophene derivatives together with cytotoxic evaluations of the newly synthe. This chapter covers aspects of the most recent developments in the synthesis and application of thiophene oligomers and polymers for use in a wide range of fields, from very efficient organic solar cells 2015nc10085 to fluorophores specifically binding amyloid fibrils formed inside neural cells in alzheimers and other neurodegenerative diseases. The reaction of 2amino4,5,6,7tetrahydrobenzobthiophenes. Pdf synthesis of pyrazole, 1,3dithiolan and thiophene. Synthesis of some novel thiophene and thiazole derivatives. It has been reported to possess a wide range of therapeutic. New thiophene derivatives 4ae incorporating an imine group have been successfully synthesized and characterized. Synthesis of thiophene2thiol derivatives springerlink. Synthesis and characterization of new thieno3,2bthiophene derivatives. Deriva tives of benzobthiophene can be used for the synthesis of thioindigo dyes.

Thiophenes are produced via zwitterionic adduct 68 and dithiine derivative 69 scheme 37 97jcsp11157. The reaction of either cyclohexanone or cyclopentanone with cyanoacetylhydrazine and elemental sulfur gave the 2aminocycloalkenobthiophene derivatives 3a and 3b, respectively. Synthesis of some thiophene derivatives springerlink. The second segment concerns the synthesis of amino secondary alcohols by chemical reduction of the corresponding. If the inline pdf is not rendering correctly, you can download the pdf file. Using ilbutane, the sulfur first effects dehydrogenation and then interacts with the unsaturated. The thiophene and pyrrole moieties play important roles in natural products,1. Synthesis of pyrazole, 1,3dithiolan and thiophene derivatives pendant to thiazolo2,3c1,2,4triazole moiety.

Download fulltext pdf download fulltext pdf the synthesis of some new thiophene derivatives article pdf available in polyhedron 823. Synthesis of some novel pyrimidine, thiophene, coumarin. Pdf synthesis and characterization of new thieno3,2b. The high reactivity of thiophene toward sulfonation is the basis for the separation of thiophene from benzene, which are difficult to separate by distillation due to their similar boiling points 4 c difference at. The oxidative polymerization of thiophene derivatives was carried out using palladium ii acetate as a catalyst in combination with copper ii acetate and trifluoroacetic acid under an oxygen. Pdf synthesis and characterization of the novel thiophene. Mhaisalkar 3, 1 department of chemistry, faculty of science, taibah university, p.

Thiophene derivative an overview sciencedirect topics. The reaction of either hydrazine hydrate or phenylhydrazine with compound 17 gave. A series of ethyl2substituted benzylideneamino4,5,6,7tetrahydrobenzob thiophene 3carboxylate derivatives were synthesized by using gewald synthesis and their structures were confirmed by ftir, ms and 1hnmr. Wed like to understand how you use our websites in order to improve them. Utilizing an encapsulated solution of reagents to achieve the fourcomponent synthesis of benzothiophene derivatives. We have examined for the first time the reaction of diacetylenic diesters with hydrogen sulfide and with nahs. All of these materials brought about a reduction in the level of photodegradation of polyvinyl chloride pvc films containing the synthesized thiophenes 0. Synthesis of benzothiophene derivatives by pdcatalyzed or. The synthesis of thiopene derivatives from diacetylenic hydrocarbons has been described 1. New approaches for the synthesis of thiophene derivatives.

Siloxycyclopropanes 53 and 55 were reacted with et3nx3hf and et3n in dmf in order to obtain. A plausible mechanism based on epr experiments revealed that the trisulfur radical anion acts as a key intermediate of this process. Synthesis of new thiophene derivatives and their use as photostabilizers for rigid polyvinyl chloride article pdf available in international journal of polymer science 20151. Hamel, synthesis and biological evaluation of 2 and 3aminobenzobthiophene derivatives as antimitotic agents and inhibitors of. Moreover, thiophene derivatives find large application in material science 515 and in coordination chemistry 16,17, and as intermediate in organic synthesis 18,19. Sulphadrugs 2123 were obtained from alkylation of 2thiooxopyridone 19 with chloroacetic acid followed by reaction with different sulphonamide derivatives. Many molecules incorporating the thiophene nucleus. A lot of research work is going on presently for development of new heterocyclic derivatives. Pdf chemistry of 2aminothiophenes is arguably one of the most extensive and dynamic field of presentday thiophene research. Paalknorr thiophene synthesis organic chemistry portal. New sulfides of the thiophene series were synthesized by reaction of thiophene2thiol with compounds containing active halogen atoms and double bonds.

Fiesselmann thiophene synthesis was applied for the convenient construction of thieno3,2bthiophene derivatives. The paalknorr thiophene synthesis allows the generation of thiophenes by condensation of a 1,4dicarbonyl compound in the presence of an excess of a source of sulfur such as phosphorous pentasulfide or lawessons reagent. The synthesis of 3hnaphthol1,8bcthiophene derivatives. Electronic properties were evaluated by uvvis, cyclic voltammogram, and theoretical calculations. Pdf synthesis of new thiophene derivatives and their use.

A series of diketo sulfides thia1,5pentanediones also condense with glyoxal under mild conditions, thus providing a practical synthesis of 2,5diacyl. Catalytic oxidative polymerization of thiophene derivatives. Synthesis and characterization of new thieno3,2b thiophene derivatives moawia o. The 22thienylethylamine produced by this process is advantageously converted to ticlopidine. As unsaturated sulfones, many of them are thermally labile. The latter product 15 was reacted with either potassium cyanide 16a or potassium thiocyanide 16b to form cyano and thiocyano derivatives 17a,b, respectively. Pdf synthesis of new thiophene derivatives and their use as. An improved process for the reduction of 22nitrovinyl thiophene to form 22thienylethylamine employs a boroncontaining reducing agent, preferably diborane. The triazole derivatives containing 2pyridone moiety 2426 were obtained from the reaction of 2ac with ethyl 3azidopropanoate. Utilizing an encapsulated solution of reagents to achieve the fourcomponent synthesis of benzo thiophene derivatives. In p1p9, carbazolethiophenes were linked at the n9 position for different core groups via biphenyl, dimethylbiphenyl, and phenyl. Synthesis of new thiophene derivatives and their use as. Crucial intermediates were identified as the thiophene derivatives 5ae, obtained in a two step procedure starting from the 2amino thiophenes 3ae. Using the readily available benzothiophene derivative 6,7dihydrobenzobthiophen45hone 4, a 3ketonaphtho1,8bcthiophene 14 was synthesized by a tiniv chloride catalyzed cyclization of the acid chloride derivative of the saturated acid b.

Synthesis of novel derivatives of carbazolethiophene, their. Synthesis and optical and electronic properties of. Synthesis of novel derivatives of carbazolethiophene. The synthesis and cytotoxicity of novel thiophene derivatives derived from 24oxo4,4dihydrothiazol2yl acetonitrile eman m. Synthesis of thiophene derivatives and their antimicrobial. Synthesis and characterization of new thieno3,2bthiophene. Dec 19, 2018 thiophene and its substituted derivatives are very important class of heterocyclic compounds which shows interesting applications in the field of medicinal chemistry.

Synthesis and stereochemistry of perhydrobenzobthiophene. New sulfides of the thiophene series were synthesized by reaction of thiophene 2thiol with compounds containing active halogen atoms and double bonds. Mechanism of the formation of 5ethyl3iminomethyl2thiophenethiol. The interaction between elemental sulfur and naotbu enables a facile singlestep protocol for the synthesis of thiophene derivatives from 1,3diynes. Many thiophenes are prepared by processes involving a ring transformation, that is, conversion of other.

The diacetylenic diesters react readily with hydrogen sulfide or nahs in acetone at ph 910 to give 2,5disubstituted thiopheries see table 1. It is a mancude organic heteromonocyclic parent, a member of thiophenes, a monocyclic heteroarene and a volatile organic compound. Journal of heterocyclic chemistry 1965, 2 3, 231235. Cyclization of the latter products gave the annulated products 4a,b. Ibrahim3 1 departrment of chemistry, faculty of science, cairo university, giza, a. Synthesis and optical and electronic properties of thiophene. Synthesis and antitumor activity of some novel thiophene. Many molecules incorporating the thiophene nucleus have, in fact, shown important pharmacological activities 14. The objective of this present study is the synthesis of certain new. Using the readily available benzothiophene derivative 6,7dihydrobenzobthiophen45hone 4, a 3ketonaphtho1,8bc thiophene 14 was synthesized by a tiniv chloride catalyzed cyclization of the acid chloride derivative of the saturated acid b.

Thiophene is a monocyclic heteroarene that is furan in which the oxygen atom is replaced by a sulfur. Biotic degradation of thiophene is minimal, and halothiophenes, in particular, are environmentally hazardous in aqueous systems. The general strategy for the preparation of compounds 2ao is shown in scheme 1. In hds, the liquid or gaseous feed is passed over a form of molybdenum disulfide catalyst under a pressure of h 2.

Bulletin of the academy of sciences, ussr division of chemical science 1964, 9, 15781583. The reaction of the tetrahydrobenzobthiophene derivatives 1a,b with benzoylisothiocyanate 2 afforded the thiourea derivatives 3a,b. Compounds 3a,b reacted with either hydrazine hydrate 5a or phenyl hydrazine 5b afforded compounds 7ad which underwent cyclization for compounds 7a,c afforded compound 9. The first part of this study concerns the synthesis of aminoketones mannich bases. The synthesis and cytotoxicity of novel thiophene derivatives. The classical bioisosteric equivalence between benzene and thiophene prompted us to synthesize a series of 2amino3,5disubstituted thiophene derivatives with general formula 2, in which a 2aminothiophene system bearing at its 3position a methoxycarbonyl, ethoxycarbonyl or cyano group replaced the salicylic acid methyl ester of compound 1. Recent advances in the synthesis of thiophene derivatives. Monocyclic thiophene dioxides and benzobthiophene dioxides serve as a 2. The uses of cyclopentanone for the synthesis of biologically. Paalknorr thiophene synthesis paal thiophene synthesis. Thus, new 5 or 6aryl3hydroxythieno3,2bthiophene2carboxylates were obtained by condensation of 5 or 4aryl3chlorothiophene2carboxylates, respectively, with methyl thioglycolate in the presence of potassium tertbutoxide. Thiophene derivatives 70 were formed from 5,6dimethyl34bromophenyl1,4,2dithiazine 67 and dmad at 180 c in odichlorobenzene.

Unexpected synthesis of dihydrothienocoumarin derivatives from 2trifluoromethylchromones and ethyl mercaptoacetate. Request pdf synthesis of some novel thiophene and thiazole derivatives and their antimicrobial evaluation reactions of phenyl isothiocyanate with several active methylene compounds 1 3oxo3. The large number of reports pertaining to the synthesis of thiophene and its derivatives cor roborates the continuing intrigue and importance of these compounds in biology, chemistry, indus try, and medicine. For the synthesis of thiophene derivatives by the reaction of nonactivated butadienes with sources of sulfur, drastic reaction conditions 2002208c are usually. A series of carbazolethiophene dimers, p1p9, were synthesized using suzukimiyaura and ullmann coupling reactions. Research article synthesis of new thiophene derivatives. Thiophene and its substituted derivatives are very important class of heterocyclic compounds which shows interesting applications in the field of medicinal chemistry. Design, synthesis, biological and molecular docking studies. It has made an indispensable anchor for medicinal chemists to produce combinatorial library and carry out exhaustive efforts in the search of lead molecules. Thus, the reaction of either of compound3s a, 3b or 3c with elemental sulfur and malononitrile4 gave the thiophene derivatives 7ac, respectively. Synthesis and characterization of new thieno3,2b thiophene derivatives. Apr 16, 2020 pdf chemistry of 2aminothiophenes is arguably one of the most extensive and dynamic field of presentday thiophene research.

Hinsberg thiophene synthesis an overview sciencedirect. These derivatives showed quasireversible reduction reactions and very low. The level of photodegradation of pvc films containing the synthesized thiophenes 0. Pdf the use of thiophene derivatives that have a stable structure in agriculture, food and pharmaceutical industries has revealed the. Synthesis of benzothiophene and indole derivatives through. In the present work, we study the reactivity of compound 3 resulting from reaction of the 24oxo4,4dihydrothiazol 2ylacetonitrile 1 with cyclopentanone to produce novel thiophene derivatives together with. Thiophene appears as a colorless liquid with an unpleasant odor. The objective of this present study is the synthesis of certain new 2. Therapeutic importance of synthetic thiophene bmc chemistry. Divergent synthesis of 3substituted thieno3,4bthiophene derivatives via hydroxybased transformations yue zhou, jie hao and dongbing zhao herein, we have developed the first pdcatalytic method for the preparation of 3hydroxythieno3,4bthiophene2carboxylate, which can be widely utilized as the chemical building block for modular. Reactions of the thiophene have been noted, along with useful spectroscopic and physical chemistry data as well as additional toxicity and ecotoxicity data for thiophene derivatives.

It has been reported to possess a wide range of therapeutic properties. Spectrum chemical offers fine chemicals in lab and production sizes. Thiophene is a maillard product at room temperature, thiophene is a colorless liquid with a mildly pleasant odor reminiscent of benzene, with which thiophene shares some similarities. Jul 25, 2012 the oxidative polymerization of thiophene derivatives was carried out using palladium ii acetate as a catalyst in combination with copper ii acetate and trifluoroacetic acid under an oxygen. Design, synthesis, biological and molecular docking. An abnormal substitution product from 3chloromethylbenzobthiophene.

A onepot synthesis of thiophene and pyrrole derivatives. Moreover, compound 1 underwent the gewalds thiophene to afford compounds 15 and 17. A common approach to the synthesis of both the thiophene and pyrrole group involves the participation of 1,4dicarbonyl compounds. Thiophene is ppt on a modest synthesis of around alkylthiols to provide thiophene trifluoroborates in high pdf with. The thiophenic content of oil and coal is removed via the hydrodesulfurization hds process. Substituted thiophenes are among the most important aromatic heterocyclic derivatives. The classical approaches to substituted thiophenes are mainly based on condensationlike reactions. Synthesis and characterization of new thieno3,2bthiophene derivatives moawia o. The reaction of the tetrahydrobenzob thiophene derivatives 1a,b with benzoylisothiocyanate 2 afforded the thiourea derivatives 3a,b.