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2 edition of Structural and mechanistic studies on C-aryl, N-alkyl, imines and oxaziridines found in the catalog.

Structural and mechanistic studies on C-aryl, N-alkyl, imines and oxaziridines

Valerie Eileen Wilson

Structural and mechanistic studies on C-aryl, N-alkyl, imines and oxaziridines

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Published by University of Birmingham in Birmingham .
Written in English


Edition Notes

Thesis (Ph.D.) - University of Birmingham, Dept of Chemistry, 1984.

Statementby Valerie Eileen Wilson.
ID Numbers
Open LibraryOL13825217M

  T1 - Asymmetric 1,2-Addition of Organometallics to Carbonyl and Imine Groups. AU - Suga, Seiji. AU - Kitamura, M. PY - /9. Y1 - /9. N2 - The development of asymmetric 1,2-additions of organometallics to carbonyl compounds and imines for the synthesis of chiral alcohols and amines has been by: 1. see article for more reactions. Abstract. Indanones and 2-cyclopentenones have been successfully prepared in good to excellent yields by the palladium-catalyzed carbonylative cyclization of unsaturated aryl iodides and dienyl triflates, iodides, and bromides, respectively. The reaction of the PCP-type complex Pd(Me) {2,6-(1 Pr 2 PCH 2) 2 C 6 H 3} (3) with phenyl iodide results in the formation of Pd(1) {2,6-(1 Pr 2 PCH 2) 2 C 6 H 3} (5). methyl iodide, toluene, and ion of Pd(Ph) {2,6-(1 Pr 2 PCH 2) 2 C 6 H 3} (4) is observed during the reaction by 31 P on of 4 with aryl iodides results in the formation of 5 and by: Back to Table of Contents. GB1 Synthesis and Transition Metal-Catalyzed [3+2] Cycloadditions of Methyleneaziridines. Christopher J. T. Hyland, California State University (Fullerton). The main focus of the initially proposed work was the synthesis and reactivity of methyleneaziridines.

Benzodipyrrole-2,6-dione-3,7-diylidenedimalononitrile Derivatives for Air-Stable n-Type Organic Field-Effect Transistors: Critical Role of N-Alkyl Substituent on Device Performance. Discovery and Mechanistic Study of a Totally Organic C(aryl)-C(alkyl)Oxygen Insertion Reaction.


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Structural and mechanistic studies on C-aryl, N-alkyl, imines and oxaziridines by Valerie Eileen Wilson Download PDF EPUB FB2

In addition to the use of peroxy acids, a range of other oxidation conditions has also been applied to transform N-alkyl imines to the corresponding imines and oxaziridines book of cobalt/O 2, 15 urea–hydrogen peroxide, 16 in situ generated peroxyimidate, Structural and mechanistic studies on C-aryl and rhenium–peroxide 18 systems has been successful.

Additionally, N-alkyloxaziridine structures can also be accessed via photochemical Cited by:   This paper reports the synthesis of a series of N‐protected oxaziridines (N‐Moc, Boc, Z or Fmoc) and discusses N-alkyl ability to deliver N-alkyl N‐alkoxycar‐bonyl fragment to amines, enolates, sulfur, and phosphorus nucleophiles (electrophilic amination).These oxaziridines are prepared by oxidation of the corresponding imines with oxone or anhydrous MCPBA lithium salt as the source of oxygen.

Oxaziridines constitute a subset of a class of versatile oxidants whose characteristic feature is the presence of two electronegative heteroatoms imines and oxaziridines book a strained three-membered ring (Figure 1).Other small organic heterocycles in this class include diaziridines and dioxiranes, which have been developed as reagents for a variety of oxidative transformations.

η 2-Peroxo and η 2-hydroperoxy Cited by: The oxidation of N-alkyl imines by m-chloroperoxybenzoic acid to yield nitrones was facilitated by (i) the presence of C-aryl substituants, (ii) steric inhibition of attack at the imino C-atom. A novel class imines and oxaziridines book chiral N-sulfonyl oxaziridines is introduced for use as structurally modifiable chiral oxaziridines are readily prepared from N-sulfonyl α-imino esters in a highly enantioenriched form by oxidation with hydrogen peroxide using L-isoleucine-derived triaminoiminophosphorane as a distinct advantage of their structural modularity is Cited by: 7.

Click on the title to browse this issue. C-5 and C-6 N-alkyl pyrimidine derivatives 2–7 were synthesized. Introduction of the aryl rings at C-5 of pyrimidine moiety in 5 N-alkyl 6 was performed using palladium-catalyzed N-alkyl cross-coupling reaction.

The novel C-6 fluorophenylalkylated 5-phenylpyrimidine derivative (7) was prepared by lithiation of 5-phenylpyrimidine (6) and subsequent reaction of thus obtained organolithium Cited by: 9.

An ortho-arylation reaction of aromatic imines with aryl chlorides has been achieved using a cobalt–N-heterocyclic carbene catalyst in combination with a neopentyl Grignard reagent. The imines and oxaziridines book takes place at room temperature to afford biaryl products in moderate to good yields.

N-alkyl Synthesis of non-activated electron-rich and sterically hindered 18 F-arenes remains a major challenge due to limitations of existing radiofluorination methodologies. Herein, we report on our mechanistic investigations of spirocyclic iodonium(III) ylide precursors for arene radiofluorination, including their reactivity, selectivity, and stability with no-carrier-added [18 F]fluoride.

Oxaziridines (Scheme 1) are often reported in the literature as the products of imine oxidation by peracids [34, 35, 37]. During the oxidation of mnm 5 U with oxone, N-methyl-oxaziridine. The unprecedented palladium-catalyzed C−H addition of arenes to nitriles provides moderate to excellent yields of aryl ketones or the corresponding hindered imines.

The addition of imines and oxaziridines book small amount of DMSO increases the yields dramatically. Both intermolecular and intramolecular reactions are successful, although the intramolecular reactions tend to be more by: see article for more reactions.

Abstract. The asymmetric Payne oxidation of N-sulfonyl aldimines catalyzed by a P-spiro chiral triaminoiminophosphorane enables a practical synthesis of optically active N-sulfonyl oxaziridines with high efficiency and an excellent level of versatility of this method was demonstrated by the diastereoselective kinetic oxidation of racemic.

An enantioselective arylation–cyclization cascade has been accomplished using a combination of diaryliodonium salts and asymmetric copper catalysis. These mild catalytic conditions provide a new strategy for the enantioselective construction of pyrroloindolines, an important alkaloid structural motif that is commonly found among biologically active natural products.

Oxaziridines are a source of heteroatom transfer reagents and are used as aminating and oxygenating agents with a variety of nucleophiles.

In spite of dual reactivity, the predominance of one process over another is reflected by the N-alkyl of the on the studies of various chemical reactions, it was generalized that the presence of bulky or electron-withdrawing N. Cet article de synthese, sur les N-aryl- et N-alkyl oxaziridines, rapporte la preparation de ces composes et leurs reactivites lors de reactions de transfert d'oxygene, de reactions nucleophiles.

Imines and derivatives. Part A study of structural and mechanistic aspects of the synthesis of imine, imine oxide, and oxime derivatives of 2,2,4,4-tetramethylcyclobutane-1,3-dione by X-ray. Tetrahedron Letters,Vol,No,pp/84 $ + Printed in Great Britain Pergamon Press Ltd. ARYL SUBSTITUENT EFFECTS UPON THE THERMAL ISOMERIZATION 0F N-ALKYL OXAZIRIDINES TO NITRONES * Derek R.

Boyd Peter B. Coulter, W. James Hamilton Department of Chemistry, Queen University of Belfast, Belfast BT9 5AG, Northern Ireland * and W. Cited by: A palladium-catalyzed domino intermolecular alkylation/intramolecular amination of functionalized aryl iodides represents a new strategy for the synthesis of benzannulated N-heterocycles, affording functionalized indolines and tetrahydroquinolines from simple by: Oxaziridines have emerged as powerful and elegant oxygen- and nitrogen-transfer agents for a broad array of nucleophiles, due to the remarkably high and tunable reactivities.

However, the asymmetric catalysis involving oxaziridines is still in its infancy. Herein, this review aims to examine recent advances in the catalytic asymmetric transformations of oxaziridines, including oxidation Author: Qiao Ren, Wen Yang, Yunfei Lan, Xurong Qin, Youzhou He, Lujiang Yuan.

General Papers ARKIVOC (xiv) Table 1. Reaction of oxaziridines and terminal aliphatic alkynes Entry Ar R’ Time (h) Products distributiona Total yieldb 1 2(4-Me-Thiazolyl) nPr 20 1a () 70 2 2-Benzothiazolyl nPr 20 1b (70) 3a (30) 82 3 2-Benzothiazolyl nPr 10 1b (90) 3a (10) 75 4 Ph Br 3 1c () 91 5 2(4-Me-Thiazolyl) Br 2 1d () Biography.

Ibraheem Mkhalid was born in Jeddah, Saudi Arabia, in He received his from King Abdul Aziz University () and his Ph.D. from Durham University () for work on transition metal catalyzed borylation of C−H bonds carried out under the supervision of Professor Todd B. by: Synthesis of aromatic imines, 21 aliphatic imines, 22 authentic racemic oxaziridines, 23 α-aroyloxyaldehydes1(a), 5(d) and N-heterocyclic carbene precatalysts (15, 24 16, 25 17 25 and 18 26) were synthesized using literature procedures.

Cl − to BF 4 − anion exchange of N-heterocyclic carbine precatalyst 18 to 11 Cited by: 6. A variety of novel organometallic complexes have been easily prepared from the ruthenium precursor complex 1 (cis-[Ru(κ2-OAc)2(PPh3)2].

This complex itself is synthesised from readily available starting materials. The family of organometallic complexes derived from complex 1 include carbonyl, nitrosyl, carbene, vinylidene and acetylide derivatives.

The mechanism of C–H activation at metathesis-relevant ruthenium(II) benzylidene complexes was studied both experimentally and computationally. Synthesis of a ruthenium dicarboxylate at a low temperature allowed for direct observation of the C–H activation step, independent of the initial anionic ligand-exchange reactions.

A first-order reaction supports an intramolecular concerted Cited by: The reactivity of C-CH3 substituted N-protected aldimines in aza-Henry addition reactions was compared with that of the analogous trifluoromethylated compounds.

C-Alkyl aldimines easily reacted with nitro alkanes under solvent-free conditions and in the absence of catalyst, despite being worse electrophiles than C-CF3 aldimines, they gave the aza-Henry addition only when ZrCl4 was by: 5.

The competing reaction involves the formation of imines (presumably via diradicals and hydrogen migration), as proposed by Logothetis to account for the formation of imines in the thermolysis of aziridines.

Imine formation is sometimes observed as a competing pathway in the thermolysis of N-substituted vinylaziridines, and can also be rationalized by a process analogous to a [1,5. Serena Perrone's 27 research works with citations and reads, including: Heterocycles Synthesis Through Pd-Catalyzed Carbonylative Couplings.

Design of Axially Chiral Dicarboxylic Acid for Asymmetric Mannich Reaction of Arylaldehyde N-Boc Imines and Diazo Compounds Takuya Hashimoto and Keiji Maruoka* *Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, KyotoJapan, Email: maruoka The reaction mechanism was elucidated by mechanistic studies employing the mediation of the catalyst was an iron salt and the reaction worked also on racemic oxaziridines, the synthesis of N-alkyloxazolidinones 88 from N-alkylaminoethanol using nitric acid to activate the alcohol and the cyclisatjon of chiral 2.

corresponding N-alkyl derivatives 3a-g by condensation with the corresponding aldehyde followed by in situ reduction of the obtained oxazolidine. These N-alkyl β-amino alcohols furnished cleanly the expected aziridines 4a-g upon treatment with tosyl chloride and triethylamine in the presence of catalytic amounts of DMAP (scheme 3).

R 1 OH NH 2. Oxidative RNA damage is linked to cell dysfunction and diseases. The present work focuses on the in vitro oxidation of 5-methylaminomethyl uridine (mnm5U), which belongs to the numerous post-transcriptional modifications that are found in tRNA. The reaction of oxone with mnm5U in water at pH leads to two aldonitrone derivatives.

They form by two oxidation steps and one dehydration by: 1. A highly stereoselective aza-Henry reaction of α-aryl nitromethanes with aromatic N-Boc imines was established by using C1 -symmetric chiral ammonium betaine as a bifunctional organic base catalyst.

Various substituted aryl groups for both imines and nitromethanes were tolerated in the reaction, and a series of precursors for the synthesis of. Organotransition Metal Chemistry From Bonding to Catalysis provides a selective, but thorough and authoritative coverage of the fundamentals of organometallic chemistry, the elementary reactions of these complexes, and many catalytic processes occurring through organometallic intermediates.

A versatile method for the rapid synthesis of diverse enantiomerically enriched lactones has been developed based on Cu-catalyzed enantioselective radical oxyfunctionalization of alkenes.

The scope of this strategy encompasses a series of enantioselective difunctionalization reactions: oxyazidation, oxysulfonylation, oxyarylation, diacyloxylation, and by: Research in the Sanford group focuses broadly on the development and mechanistic study of new transition-metal-catalyzed reactions for applications in organic synthesis.

The group is working to develop a diverse set of transformations for the direct conversion of unactivated carbon−hydrogen bonds into new functional groups with high levels of Cited by: TRANSITION METAL-CATALYSED ALKYL ADDITION TO IMINES WITH CHIRAL PHOSPHINE LIGANDS by Samir El Hajjaji, MSci Thesis submitted to the University of Nottingham for the degree of Doctor of Philosophy Structure and bonding 26 DABAL-trimethyl This classical textbook in the best sense of the word is now completely revised, updated and with more than 40% new content.

The approved ordering system according to the ring size of the heterocycles has been retained, while the important chapter on ""Problems and their Solutions"" has been almost completely renewed by introduction of up-to-date scientific exercises, resulting in a great tool.

Transition metal-catalyzed C–H bond functionalizations by the use of diverse directing groups. Zhengkai Chen a, Binjie Wang a, Jitan Zhang a, Wenlong Yu a, Zhanxiang Liu * a and Yuhong Zhang * ab a ZJU-NHU United R&D Center, Department of Chemistry, Zhejiang University, Hangzhouby: Photoredox catalysis is emerging as a powerful tool in synthetic organic chemistry.

The aim of this synopsis is to provide an overview of the photoelectronic properties of photoredox catalysts as they are applied to organic transformations. In addition, recent synthetic applications of Cited by: Find link is a tool written by Edward Betts.

searching for Aryl found ( total) alternate case: aryl Aryl hydrocarbon receptor (5, words) exact match in snippet view article find links to article The aryl hydrocarbon receptor (AhR or AHR or ahr or ahR) is a protein that in humans is encoded by the AHR gene.

The aryl hydrocarbon receptor is a transcription. Pdf are important class of pdf, which occupy a major space in the domain of natural and bioactive compounds.

For this reason, development of new synthetic strategies for their controllable synthesis became of special interests. The development of novel photoredox systems with wide-range application in organic synthesis is particularly by: 5.Michaël Coffinet, Samantha Lamy, Florian Jaroschik and Jean-Luc Vasse Cyclopentenylaluminium as allylzinc precursor for the diastereoselective allylmetallation of non-racemic imines: applications to the synthesis of enantiomerically enriched heterocycles, Org.

Biomol. Chem.14, ; Sarath S. Chand, Greeshma Gopalan, P. Santhini, P. Preethanuj, Jubi John, Dominique Harakat, Florian.Aromatic amines are found in biologically active natural products, common pharmaceuticals, dyestuffs, materials with conductive and emissive properties, and ligands for transition.