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2 edition of synthesis and reactions of silylated thiophenes and their dioxides. found in the catalog.

synthesis and reactions of silylated thiophenes and their dioxides.

Allison R. M. O"Donovan

synthesis and reactions of silylated thiophenes and their dioxides.

by Allison R. M. O"Donovan

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  • 22 Currently reading

Published .
Written in English


Edition Notes

ContributionsUniversity of North London.
The Physical Object
Paginationxi,172,[iv] leaves
Number of Pages172
ID Numbers
Open LibraryOL18115831M

One-pot sequential synthesis of tetrasubstituted thiophenes via sulfur ylide-like intermediates Herein, we describe a novel approach for the practical synthesis of tetrasubstituted thiophenes 8. The developed method was particularly used for the facile preparation of thienyl heterocycles 8. The benzothiadiazole–thiophene torsion angles were nearly negligible under the same conditions (8°). In summary, the synthesis of a series of mixed oligothiophenes with dithienothiophenes, dithienothiophene S,S-dioxides, thieno[3,4]pyrazines and 2,1,3-benzothiadiazoles has been accomplished. As far as their potential use in twisted push Cited by: 5.

Categories: Synthesis of N-Heterocycles, Synthesis of S-Heterocycles > Synthesis of thiazoles. Recent Literature. Treatment of N,N-diformylaminomethyl aryl ketones with phosphorus pentasulfide and triethylamine in chloroform gives 5-arylthiazoles in good 5-aryl-1,3-thiazole core has been successfully functionalised at the 2-position to yield, over two steps, a .   Under the optimized reaction conditions, the substrate scope of Rh-catalyzed asymmetric hydrogenation of prochiral substituted benzo[b]thiophene 1,1-dioxides was explored, and the results are summarized in Table 3.A wide range of 2-substituted benzo[b]thiophene 1,1-dioxides were hydrogenated smoothly catalyzed by Rh(NBD) 2 BF 4 / the 2-substituted benzo[b]thiophene 1,1-dioxides Cited by: 1.

Synthesis of 5-membered heterocycles using benzoylacetonitriles as synthon thiophenes, pyrazoles, isoxazoles, thiazoles, and others, utilizing benzoylacetonitriles as starting precursor from up to the present. The reactions are subdivided into groups that cover the synthetic methods for those heterocycles from benzoylacetonitriles. General Papers ARKIVOC (x) Page 55 ©ARKAT-USA, Inc. Synthesis and docking studies of thiophene scaffolds in COX-2 Parvesh Singh,a* Parul Sharma,a Krishna Bisetty,a and Mohinder P. Mahajanb a Department of chemistry, Durban University of Technology, Steve Biko campus, Durban, South Africa, b Department of Applied Chemistry, Guru Nanak Dev .


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Synthesis and reactions of silylated thiophenes and their dioxides by Allison R. M. O"Donovan Download PDF EPUB FB2

The 2,5-bis(tributylstannyl)thiophene 1,1-dioxide and a 2,5-diiodothiophene 1,1-dioxide were utilized in a series of Stille cross-coupling reactions to afford thiophene 1,1-dioxides with either electron-donating or electron-withdrawing by: It is noteworthy that the recently reported 3,4-bis(t-butyl)thiophene dioxide has only been reported to form mono-adducts on reaction with dienophiles In DMF solvent the dioxide 10 and N- phenylmaleimide gave a mixture of the diadduct 19 (27%) and the aromatisation product 18 (15%), the relatively low yield of the latter product presumably reflecting that no a-silyl Cited by: Halogenated thiophene sulfones (1,1-dioxides) are more stable than the parent sulfone.

They have been employed as dienes in Diels–Alder reactions and found to add to a large variety of alkenic bonds, including the formal double bonds of N-methylpyrrole, furan, and thiophene. Thus, the reaction of 2,5-dimethyltrimethylsilylthiophene 1,1-dioxide (5) with piperidine at °C led to 3-trimethylsilyl(1-piperidino)-(2Z,4E)-2,4-hexadiene (8) and the piperidine-induced ring-opening of 2-methyldimethylbutylsilylthiophene 1,1-dioxide gave 1-dimethylbutylsilyl(1-piperidino)-(1E,3E)-1,3-pentadiene (9) as the main by: 8.

A novel method for the synthesis of thiophene 1,1-dioxides by oxidation of substituted thiophenes with trifluoroperoxyacetic acid was developed. The effect of the solvent nature on the course of the reaction was studied and optimum conditions for the oxidation of thiophenes containing various functional groups were by: 8.

When this book was written, the explosive development thiophene- 1,l -dioxides and thiophene-I-oxides, and S-alkylation of thiophenes. In the last three chapters, the discussion on different reactivities of thiophenes starts with radical reactions of thiophenes, cycloaddition reactions, and photochemical reactions.

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 last three chapters, the discussion on different reactivities of.

Diels–Alder reactions of thiophene 1,1-dioxides, they can act as either 2 π or 4 π components and undergo a range of cycloadditions with 4 π or 2 π components to construct a variety of. thiophene Reactions with Electrophilic Reagents Substitution at Carbon Protonation Thiophene is stable to all but very strongly acidic conditions, so many reagent combinations that would lead to acid-catalysed decomposition or polymerisation of furans and pyrroles can be applied successfully to Size: 1MB.

Then, in two chapters, naturally occurring thiophenes in plants and in petroleum, shale oil, and coals are treated.

The topic of the next chapter is the important field of pharmacologically active compounds. The synthetic use of thiophene derivatives for the synthesis of aliphatic compounds by desulfurization follows. in the Diels-Alder reactions with thiophene dioxides. This is one of the features that makes thiophene dioxides synthetically important.

• Although the Diels-Alder reactions of many thiophene dioxides have been examined in great detail, the most extensively investigated are those with tetrachlorothiophene 1,1-dioxide.

This. Thieme E-Books & E-Journals. DE EN; Home Products. Journals Books Book Series Help A One-Step Synthesis of Thiophene Derivatives The Chemistry of O-Silylated.

Synthesis of Functionalized Thiophenes from P-Oxothioamides Introduction Dithiocarboxylic acids and their esters, despite their offensive odour and instability, arc extensively used by synthetic chemists' worldwide; owing to their rich chemistry and relative ease of preparation.' Our research group has reported.

Many important reactions, which are not included in these categories, are also known. The present article describes the chemistry of thiophene 1,1-dioxides, with special emphasis being placed on their synthesis and synthetic applications.

Many references on structural and theoretical studies are also by: Domino synthesis of tetrasubstituted thiophenes from 1,3-enynes and mercaptoacetaldehyde using DABCO at room temperature offers broad substrate scope and mild reaction conditions.

The reaction consists of a Michael addition, 5-exo-dig. Synthesis of 1,2-benzoxathiine 2,2-dioxide derivatives using aliphatic aldehydes and assessment of their antimicrobial activity Nowadays the problem of the antimicrobial resistance promotes the search of new chemical core-structures with the antimicrobial : G.

Grygoriv, D. Lega, V. Chernykh, T. Osolodchenko, L. Shemchuk. The 2,5-bis(tributylstannyl)thiophene 1,1-dioxide and a 2,5-diiodothiophene 1,1-dioxide were utilized in a series of Stille cross-coupling reactions to afford thiophene 1,1-dioxides with either.

Thiophene S-oxides constitute a class of molecules that have been studied in more detail only recently. Their existence as intermediates in the peracid mediated oxidation of thiophenes to thiophene S,S-dioxides, however, has been known over some by: While most thiophenes themselves are unreactive or react sluggishly [20,21,22] and thiophene S, S-dioxides often necessitate high temperatures to participate in [4+2]-cycloaddition reactions, thiophene S-oxides have been found to be reactive dienes in Diels-Alder type by: Bräse, Stefan: Synthesis of Bis(enolnonaflates) and their 4-exo-trig-Cyclizations by Intramolecular Heck Reactions Full Text PDF (53 kb).

Thieme E-Books & E-Journals. Abstract. This short review summarizes the use of α-haloketones in the preparation of various heterocycles with the application of solid-phase by: 3.REACTIONS OF @-OXODITHIOESTERS WITH a-HALOKETONES: SYNTHESIS OF SUBSTITUTED 1,3-OXATHIOLES AND THIOPHENES Introduction P-Oxodithioesters are valuable multifunctional synthetic intermediates.' They are usually prepared by the reaction of enolizable carbonyl compounds with dialkyl.ChemInform Abstract: A Simple and Efficient Synthesis of Heterocycle‐Fused 2H‐Thiopyrans, Furo‐, Benzofuro‐, Thieno‐, Benzothieno‐, Pyrrolo‐, and Indolo‐2H‐ thiopyrans, from Heteroaromatic Thioketones and α‐ Chloroacrylonitrile or α‐Bromoacrylic Esters via a Hetero‐Diels‐ Alder Reaction‐Dehydrohalogenation Process.