Syntheses in the thiophene series by Alfred William Weitkamp

Cover of: Syntheses in the thiophene series | Alfred William Weitkamp

Published in Lincoln, Neb .

Written in English

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Subjects:

  • Thiophene.

Edition Notes

Book details

Statementby Alfred William Weitkamp.
Classifications
LC ClassificationsQD403 .W42 1937
The Physical Object
Pagination22 p.
Number of Pages22
ID Numbers
Open LibraryOL6374276M
LC Control Number38023183
OCLC/WorldCa6446095

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The Friedel-Crafts reaction has been used in the preparation of thiophene ketones, some of which were hitherto unknown. Certain limitations of the reaction have been noted.

The mercuration of thiophene ketones has been systematically investigated for the first time. Many new halogen derivatives of benzothienone have been synthesized.

These were employed in the elucidation of the structure of a Author: Alfred William Weitkamp. Publisher Summary Grignard reagents play an important role in the syntheses of thiophene derivatives, although they are superseded by thienyllithium derivatives to a great extent. They are today especially of interest when, in their reactions with electrophiles, they give different products than the corresponding lithium derivatives.

SUMMARY The Friedel-Crafts reaction has been used in the preparation of thiophene ketones, some of which were hitherto unknown. Certain limitations of the reaction have been noted.

The mercuration of thiophene ketones has been systematically investigated for the first time. Many new halogen derivatives of benzothienone have been synthesized.

These were employed in the elucidation of the Author: Alfred William Weitkamp. syntheses in the thiophene series by alfred william weitkamp a thesis.

'.} ', '~. presented to the faculty of the graduate college in the university of nebraska in partial fulfillment of requirements for the degree of doctor of philosophy department of chemistry lincoln, nebraska j~ Author: Alfred William Weitkamp. Syntheses based on aldehydes of the thiophene series.

Communication 2. Some reactions of 2,5-thiophenedicarboxaldehyde monoacetal. Rogovik. Gol'dfarb. Bulletin of the Academy of Sciences of the USSR, Division of chemical by: 1. Synthesis of diarylamines in the benzo[b]thiophene series bearing electron donating or withdrawing groups by Buchwald-Hartwig C-N coupling.

This book is the product of the authors many years practical experience and reading of the original literature.

It contains a valuable distillation and critical evaluation of the Best Synthetic Methods for the formation and reaction of thiophenes (five membered heterocycles containing a ring sulfur) or polymers containing a thiophene functionality (thienyls).

This book is written in the form of ''a lecture series'' for easy reading and understanding. Numerous Synthesis, Mechanisms and Reactions of various heterocycles (Diazines, Triazines, Tetrazines, Pyrrole, Furan, Thiophene and Indole) are provided throughout the textbook.

The classical Hinsberg thiophene synthesis has been adapted for the preparation of 3,4-ethylenedioxyselenophenea starting material for the preparation of electron-rich selenophene polymers.

The double condensation of diethyl selenodiglycolate with diethyl oxalate gave 3,4-dihydroxyselenophene (Scheme 12). Synthesis, characterization and biological activity of polyketones. Chinese Journal of Polymer Science31 (3), DOI: /s M. Metwally, Bakr F.

Abdel-Wahab, M. Koketsu. Chemical Behavior of the Thiophene Ring in 2-Acetylthiophenes. The reductive desulfurization of thiophene compounds can be applied for the preparation of the higher amino hydroxy acids. Some substituted oxazolinones containing the thiophene nucleus were prepared and converted by reductive desulfurization into N-acyl derivatives of amino hydroxy acids.

A method was developed for the preparation of 2,5-thiophenedicarboxaldehyde and its monoacetal. This sequence, for the regioselective synthesis of 2,2':5',3"-terthiophene uses the reaction of a diyne with sodium sulfide to make the central ring. aq Nas MeOH, reflux \ CuCl aq_ EtNH2, rt SiMe3 (cat.) cui, E-t2NH, heat 80% SiMe3 Et20, n-BuLi _90 0 C —3 CC OC—OOC H20 77% Examples of Notable Syntheses of Thiophene Compounds.

The Chemistry of Heterocyclic Compounds, since its inception, has been recognized as a cornerstone of heterocyclic chemistry. Each volume attempts to discuss all aspects – properties, synthesis, reactions, physiological and industrial significance – of a specific ring system.

To keep the series up-to-date, supplementary volumes covering the recent literature on each individual ring. About this book The Chemistry of Heterocyclic Compounds, since its inception, has been recognized as a cornerstone of heterocyclic chemistry. Each volume attempts to discuss all aspects – properties, synthesis, reactions, physiological and industrial significance – of a specific ring system.

Synthesis of thieno[3,4-b][1,5]benzoxazepinone and thieno[3,4-b][1,5]benzothiazepinone | The Journal of Organic Chemistry. ACS. Synthese des 2-Propinylformyl-thiopens (Junipal). Archiv der Pharmazie(10), DOI: /ardp Ya. Gol'dfarb, P. Konstantinov. Action of Raney nickel on ketones and acetals of the thiophene series.

Synthesis, a series of books developed by the Science History Institute, seeks to shed light on the history of chemistry, broadly construed, and its diverse roles in society. Contributors include top scholars in the history of science and a number of past recipients of Beckman Center for the History of Chemistry fellowships.

The series is published by the University of Chicago. This book covers the most important developments in synthesis, properties, processing and applications of thiophene-based compounds in materials chemistry.

In the last few years, thiophene-based materials have acquired increasing importance in nanoscience and nanotechnology, owing to their multiple functional properties, chemical robustness.

Synthesis and the optoelectronic properties of diarylethene derivatives having benzothiophene and n-alkyl thiophene units. Journal of Molecular Structure(), The thiophene ring is a common building block for novel oligomeric and polymeric materials.

The synthesis of monodisperse thiophene oligomers continues to be widely studied and the preparation of one class of oligomers, oligothienylenevinylenes, 00CM, 00TL >, was reviewed.

This book is the product of the authors many years practical experience and reading of the original literature. It contains a valuable distillation and critical evaluation of the Best Synthetic Methods for the formation and reaction of thiophenes (five membered heterocycles containing a ring sulfur) or polymers containing a thiophene.

A series of 2,3-diphenylbuta-1,3-dienes (DPBs) bearing thiophene (T-DPB), bithiophene (BT-DPB) and ethylenedioxythiophene (EDOT-DPB) electropolymerizable units were prepared through desilylation reactions of the corresponding 3,4-diphenylsilole derivatives. Book Editor(s): Howard D. Hartough.

Socony‐Vacuum Laboratories, Paulsboro, New Jersey. Search for more papers by this author. Hochgesang Methods of Synthesis in the thiophene Series Basrd on Directive Influences in the Thiophene Nucleus.

Citing Literature. Chemistry of Heterocyclic Compounds: Thiophene and its Derivatives, Volume 3. Synthesis and some reactions of sulfides of the thiophene series Communication 8.

Mechanism of the formation of 5-ethyl(iminomethyl)thiophenethiol. Bulletin of the Academy of Sciences, USSR Division of Chemical Science13 (9),   Synthesis of trisubstituted thiophenes: The synthetic sequence (Scheme 1) we utilized for preparing thiophene analogs, were analogs to the method reported in the literature.

3 The reaction was brought about by reacting equimolar amount of thioacrylic acid morpholide intermediate (III) with α-halo carbonyl compound (HI-HIV) or halomethylene compound HV to yield trisubstituted thiophenes (I–XIII). Direct reaction of propan-1,3-diselenol with thiophenecarbaldehydes in trimethylchlorosilane medium is studied.

Synthetic procedure for preparation of the previously unknown 1,3-diselenanes of thiophene series is developed. Structure of the newly obtained compounds is established by 1 H, 13 C, and 77 Se NMR spectroscopy. Chromatomass. The Hinsberg reaction is most useful for synthesis of thiophene-2,5-dicarboxylic acids or esters (equation 28).

Condensation of 1,2-dicarbonyl compounds, such as glyoxal or biacetal, with thiodiglycolic esters in the presence of base gives the diacid directly from aqueous alcohol, or the diester from absolute alcohol (Section ). Synthesis of Diarylamines in the Thiophene Series by Buchwald-Hartwig Coupling­ Agathe Begouin a, Stéphanie Hesse a, Maria-João R.

Queiroz b, Gilbert Kirsch* a a Laboratoire d’Ingénierie Moléculaire et Biochimie Pharmacologique, Faculté des Sciences, 1 Boulevard Arago. The synthesis, structure and photophysical properties of a series of thiophene-fused BODIPYs and azaBODIPYs from readily available thieno[2,3-b]pyrroles and thieno[3,2-b]pyrroles have been reported.

These thiophene-fused (aza)BODIPYs all showed near infrared absorptions/emissions and excellent photostability Nitrogen Ligands. When this book was written, the explosive development triggered by the commercial process for thiophene from butane and sulfur, developed by Socony-Vacuum Oil.

Background: In the current study, a series of novel thiophene chalcones (3a-g) and pyrazole containing thiophene derivatives (6a-g) were designed as potent. OCLC Number: Description: xvii, pages illustrations 24 cm: Contents: General discussion --Biological and pharmacological activity of thiophene and its derivatives / F.F.

Blicke --Synthesis and physical properties of thiophene and its homologs --Molecular structure and spectroscopy of thiophene and its derivatives / Frank P. Hochgesang --Factors affecting substitution reactions in. ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about leading journals.

To access a ChemInform Abstract, please click on HTML or. Synthesis of Thiophene-Fused 1,Phenanthrolines. A Straightforward Synthesis to Novel 1,Phenanthrolines with Fused Thiophene Structure: M. Tünnermann, P. Rehsies, U. Flörke, M. Bauer Synlett29, – 1,Phenanthrolines are commonly used as metal-chelating agents and there is strong interest in developing novel phenanthroline-based compounds incorporating thiophene.

Each volume attempts to discuss all aspects - properties, synthesis, reactions, physiological and industrial significance - of a specific ring system. To keep the series up-to-date, supplementary volumes covering the recent literature on each indivi The Chemistry of Heterocyclic Compounds, since its inception, has been recognized as a.

Syntheses, Physical Properties, and Reactions of Compounds Containing Thiophene—Sulfur Bonds. Salo Gronowitz. Division of Organic Chemistry 1, Chemical Center, University of Lund, Sweden.

Book Editor(s): Salo Gronowitz. University of Lund, Lund, Sweden. No headers. Overall reaction: To convert the ketone groups into C=S (thiocarbonyl) groups, in theory, H 2 S could be used, however in practice, electrophilic reagents are used instead.

In this example a large reagent called Lawesson's reagent is used, P 2 S 5 could. In a cc. round-bottomed, three-necked flask provided with a thermometer, dropping funnel, a liquid-sealed stirrer, and calcium chloride tube are placed g.

( mole) of thiophene, g. (14 cc., mole) of acetyl chloride, and cc. of dry solution is cooled to 0°, and 52 g.

(23 cc., mole) of freshly distilled stannic chloride is added dropwise, with efficient. By the action of N,N-dimethylformamide on lithium derivatives of 2-(alkylthiomethylthiophenes the following aldehydes of the thiophene series were synthesized: 5-(ethylthiomethyl)- 5-(isobutylthiomethyl)- and 5-(t-butylthiomethyl)thiophenecarboxaldehydes.

By reaction of 2-ethylthiothiophene with N,N-dimethylformamide in presence of phosphoryl chloride, 5-ethylthio The first synthesis of thiophene by Meyer, reported the same year that he made his discovery, involves acetylene and elemental sulfur. Thiophenes are classically prepared by the reaction of 1,4-diketones, diesters, or dicarboxylates with sulfidizing reagents such as P.

--Thiophene derivatives containing silicon, germanium, tin and lead. --Syntheses of thiophenes with group V substituents. --Syntheses of thiophenes with group VI (chalcogen) substituents. --Syntheses of thiophenes with group VII substituents. --Bi-ter- and oligiothienyls.

Series Title.synthetic use of thiophene derivatives for the synthesis of aliphatic compounds by desulfurization follows. Two chapters treat thiophenes modified at the sulfur, namely thiophene-1,l-dioxides and thiopheneoxides, and S-alkylation of thiophenes. In the .Electronic books: Additional Physical Format: Print version: Hartough, H.D.

(Howard Dale), and tetrahydrotellurophen --Laboratory preparations of thiophene compounds. Series Title: Sulfur derivatives of thiophene -- Metal and miscellaneous metalloid derivatives of thiophene -- Synthesis and properties of di- and polythienyls.

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