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Friday, August 7, 2020 | History

2 edition of Novel aminoalkylation reactions of electron-rich aromatic compounds found in the catalog.

Novel aminoalkylation reactions of electron-rich aromatic compounds

Robert F. Wilkins

Novel aminoalkylation reactions of electron-rich aromatic compounds

by Robert F. Wilkins

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Published .
Written in English


Edition Notes

Thesis(Ph.D.) - Loughborough University of Technology.

Statementby Robert F. Wilkins.
ID Numbers
Open LibraryOL13931389M

@article{osti_, title = {Novel sigma-delocalized aromatic compounds: An X-ray crystal structure of hexaiodobenzene dication and synthesis of related species}, author = {Patel, M K}, abstractNote = {Structures of benzene and substituted benzene dications continue to attract great interest from chemists; removal of two electrons from the planar, aromatic [pi]-system leads to a very. @article{osti_, title = {Novel Aryne Chemistry in Organic Synthesis}, author = {Liu, Zhijian}, abstractNote = {Arynes are among the most intensively studied systems in chemistry. However, many aspects of the chemistry of these reactive intermediates are not well understood yet and their use as reagents in synthetic organic chemistry has been somewhat limited, due to the harsh conditions.

organic-chemistry aromatic-compounds pericyclic ethers regioselectivity. I mean one with an electron-rich dienophile and an electron deficient diene. In organic-chemistry pericyclic. asked May 11 '18 at In Ian Fleming's Molecular Orbitals and Organic Chemical Reactions book, he describe the use of correlation diagram as a. What Kind Of Reactions Can Ferrocene Undergo.

Electrophilic aromatic substitution is an organic reaction, in which an electrophile replaces an atom (usually hydrogen) appended to an aromatic system. Among these reactions, the most important are the nitration, halogenation, sulfonation, and acylation reactions of aromatic compounds. Propargylic substitution reactions have been intensively. The synthesis sections review a broad array of the most common and practical reactions such as Friedel-Crafts and related reactions (acylation, alkylations, hydroxyalkylations, halogenations, nitrations etc.), multicomponent reactions, rearrangements and ring transformations (cyclizations, ring opening).


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Novel aminoalkylation reactions of electron-rich aromatic compounds by Robert F. Wilkins Download PDF EPUB FB2

Reaction of benzyl α-d-glucopyranosyl cyclic sulfate 44 or benzyl α-d-galactopyranosyl cyclic sulfate 45 with 1,4-anhydro-2,3,5-tri-O-benzylthio-d-arabi followed by debenzylation and reduction, gave novel sulfonium sulfate derivatives 47a and 47b, respectively, which were used to prepare homologs of salaci a natural human.

Novel aminoalkylation reactions of electron-rich aromatic compounds Such species were then used to functionalise aromatic substrates. It has been demonstrated that a number of cyclic aminals and aminol ethers will function as Mannich reagents in "in situ" reactions.

This type of reaction enables two functional groups to be Author: Robert F. Wilkins. Novel aminoalkylation reactions of electron-rich aromatic compounds.

(Thesis) ' ' Wilkins RF Publisher: Loughborough University of Technology [] Metadata Source: The British Library Type: Thesis. Abstract.

No abstract provided. Menu. Formats. Abstract. EThOS. About. About Europe PMC Author: Robert F. Wilkins. Novel aminoalkylation reactions of electron-rich aromatic compounds Furan itself has previously been reported\ud not to undergo the Mannich reaction.

Thus furan reacts with\ud N,N-dimethy(methylene)iminium chloride to give 2-(N,N-dimethylaminomethyl)furan.\ud Modification of these experimental methods has enabled Mannich reactions\ud to be Author: Robert F. Wilkins. Electron-rich aromatic compounds such as 2-naphthol give a faster and asymmetric 1-aminoalkylation with high yields when treated with (R)phenylethylamine and aromatic aldehydes in solvent-free conditions.

An asymmetric transformation of a second kind, probably induced by the preferential crystallization of one diastereomer, affords the straightforward and stereoselective Cited by: The development of novel stereoselective aminoalkylation of electron-rich aromatic compounds ais recently of major interest.

Particularly new direct approaches that are stereoselective and mild. The preparation and purification of iminium salts in a separate step, their hygroscopicity and susceptibility to hydrolysis (with the exception of Eschenmoser's salts), 5 led us to develop an alternative method for the aminoalkylation of electron-rich aromatic compounds.

In continuation of our current work on the lithium perchlorate mediated aminoalkylation reaction,6., 6.(a), 6.(b), 6.(c). Aminoalkylation of Electron-Rich Aromatic Compounds Using Performed Iminium Salts Derived from Aldehydes other than Formaldehyde Hans-Joachim Grumbach, Michael Arend, Nikolaus Risch * * Fachbereich Chemie und Chemietechnik der Universität-Gesamthochschule Paderborn, Warburger Str.D Paderborn, Germany, Fax +/; E-mail: nr.

Saidi et al. 18 described an efficient three-component and one-pot method for aminoalkylation of electron-rich aromatic compounds using aldehydes, (trimethylsilyl)dialkylamines, and an electron-rich aromatic compound such as 1-naphthol, 2-naphthol, 1,5-dihydroxynaphthalene, 2,4-dimethylphenol, 6-hydroxyisoquinoline, 7-hydroxycoumarin, indole or.

pot method for aminoalkylation of electron-rich aromatic compounds using aldehydes, (trimethylsilyl)dialkylamines, and an electron-rich aromatic compound such as 1-naphthol, 2-naphthol, 1,5-dihydroxynaphthalene, 2,4-dimethylphenol, 6-hydroxyisoquinoline, 7-hydroxycoumarin, indole.

Reactions of heterocycles •Aromatic heterocycles undergoes aminoalkylation (Mannich reaction) •For example N‐methylpyrrole reacts at the 2‐position. Reaction is used in the manufacture of the nonsteroidal anti‐inflammatory compound, tolmetin.

N CH2=O HN CH3 CH 3 H3C N H3C N H3C CH3 N CH3 N H C CH3 O H3C Tolmetin Mannich reaction. lbis(aminol ethers)1 have been used in reactions with electron rich aromatic compounds. The aim was to "In Situ" Reactions of Aromatic Heterocyc1es Activated 50 aminoalkylation of aromatic compounds has been verified for a number of systems.

This enabled the use of weak nucleophiles in this field. Here the aromatic formylation mediated by TiCl4 and dichloromethyl methyl ether previously described by our group has been explored for a wide range of aromatic rings, including phenols, methoxy- and methylbenzenes, as an excellent way to produce aromatic aldehydes.

Here we determine that the regioselectivity of this process is highly promoted by the coordination between the atoms present in. The bromination of electron-rich aromatic compounds with lithium bromide was fast in tetrahydrofuran at room temperature, providing regioselective monobrominated products in good yields.

Zhou, X. He, Synthesis, Related Books SoS C-1 Building Blocks in Organic Synthesis Aminoalkylation of Electron-Rich Aromatic Compounds Using Performed Iminium Salts Derived from Aldehydes other than Formaldehyde Full Text PDF ( kb) []-octanones and Related Compounds in the Reaction of 1,1,6,6-Tetraarylhexa-1,5-dienes with N,N.

In several previous studies, we have explored the chemistry and synthesis of 3-oxoalkanenitriles [1,2,3,4,5].A somewhat recent approach to these targets via reaction of electron rich aromatic indoles and pyrroles with cyanoacetic anhydride, first reported by Slatt et al.

[], has attracted plenty of attention [7,8].As part of this effort, we recently developed routes for the preparation of 3. A new environment friendly protocol for iodination of electron-rich aromatic compounds, Tetrahedron Lett., 44, () Galli C., Evidence of reaction intermediate and of the σ-complex character of the transition state, J.

Org. Chem., 56, (). In order to improve the regioselectivity of the reaction we opted to design triarylsulfonium salts with electron-rich aromatic ligands. In accordance with published results 7, and as demonstrated by the clean reaction of the asymmetric sulfonium salt 5b to [ 18 F]2-fluorobenzoate (80% RCY), [ 18 F]fluoride preferentially reacts at the most.

One-step synthesis of [email protected](BDC)2DABCO as efficient heterogeneous catalyst for the Suzuki–Miyaura cross-coupling reaction () Journal of Organometallic Chemistry,pp. Moghaddam, S.T., Naimi-Jamal, M.R. Preparation of Novel Magnetic Polyurethane Flexible Foam Nanocomposites () Macromolecular Symposia, (1), art.

The Mannich reaction is one of the most frequently applied multicomponent reactions in organic chemistry.1,2 One of its special variants is the modified three-component Mannich reaction, in which the electron-rich aromatic compounds are 1- or 2-naphthol.

In this recent reaction, the order of the nitrogen sources used (ammonia or amine) largely. β-Aryl-β-ketophosphonates can be efficiently prepared in good yield by using a TFAA/85% H3PO4-mediated acylation of electron-rich arenes with phosphonoacetic acids.

The conditions offer advantages over existing methods of preparing these useful compounds by not requiring the use of strong base, cryogenics, or an anhydrous and inert atmosphere.

Furthermore, some functional groups not.Flavin-dependent halogenases (FHals) catalyse the halogenation of electron-rich substrates, mainly aromatics.

Halogenated compounds have many applications, as pharmaceutical, agrochemicals or as starting materials for the synthesis of complex molecules. By exploring the sequenced bacterial diversity, we discovered and characterized XszenFHal, a novel FHal from Xenorhabdus szentirmaii, a.Enclosing more than one word in double quotes ("green chemistry") will search for the exact phrase.

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