A5029117862- Sulfur-Based Synthesis Techniques
- Radical Photochemical Reactions
- Chemical Synthesis and Reactions
- Organic and Inorganic Chemical Reactions
- Chemical Synthesis and Analysis
- Catalytic C–H Functionalization Methods
- Catalytic Alkyne Reactions
- Synthetic Organic Chemistry Methods
- Carbohydrate Chemistry and Synthesis
- Catalytic Cross-Coupling Reactions
- Chemical synthesis and alkaloids
- Oxidative Organic Chemistry Reactions
- Chemical Reaction Mechanisms
- Synthesis of heterocyclic compounds
- Synthesis and Biological Evaluation
- Analytical Chemistry and Chromatography
- Organophosphorus compounds synthesis
- Synthesis of Organic Compounds
- Antimicrobial agents and applications
- Synthesis of β-Lactam Compounds
- X-ray Diffraction in Crystallography
- Asymmetric Synthesis and Catalysis
- Inorganic and Organometallic Chemistry
- Molecular Sensors and Ion Detection
- Fluorine in Organic Chemistry
University of Sussex
2002-2025
University College London
2012-2022
Transnational Press London
2015-2020
Institute of Structural and Molecular Biology
2019
Radboud University Nijmegen
2019
The Royal Free Hospital
2009
University of Southampton
2001
A general new method for the preparation of sulfonamides and activated sulfonate esters by direct coupling sulfonic acid salts with amines alcohols using reagent triphenylphosphine ditriflate is described. reusable polymer-supported these transformations under heterogeneous conditions also These methods provide a fundamentally approach to making small molecules containing sulfonamide functional group.
Given the renaissance in organic electrochemistry, a number of novel approaches to synthesis amides have been described that exploit this technique. This tutorial review will explore and critically assess these their associated applications.
Biaryl coupling of unactivated aromatic systems can be achieved by potassium <italic>tert</italic>-butoxide alone in the absence any amine or bipyridine catalyst (1,10-phenanthroline <italic>N</italic>,<italic>N</italic>′-dimethylethylenediamine being most common).
Copper catalyzed aldehyde–alkyne–amine (A3) couplings lead to multifunctional, racemic, propargylic amines, many on a multigram scale. As part of an industrial collaboration, selection linkers was purified by chiral HPLC afford single enantiomers, the absolute configuration which determined vibrational circular dichroism (vCD). To show medicinal chemistry applications, selected were further derivatized into potential cellular probes and (+)-JQ1 containing PROTACs (proteolysis targeting...
Sulfonamides are well known motifs in medicinal chemistry, forming a large family of antibacterial agents as being found numerous other drugs. The chemistry this functional group, however, is less documented. This review seeks to bring together the various applications and advantages motif organic synthesis, which includes sulfonamide an activating protecting leaving group molecular scaffold.
Various radical species generated from either the corresponding iodo- or bromo- compounds and tri-n-butyltin hydride were added in an intermolecular fashion to activated acceptor pentafluorophenyl vinylsulfonate. The products of each reaction then subjected aminolysis with a variety different amines.
Abstract Designing chromophores for biological applications requires a fundamental understanding of how the chemical structure chromophore influences its photophysical properties. We here describe synthesis library BODIPY dyes, exploring diversity at various positions around core. The results show that nature and position substituents have dramatic effect on spectroscopic Substituting in heavy atom or adjusting size orientation conjugated system provides means altering profiles with high...
2,4,6-Trichlorophenol (TCP) sulfonate esters undergo effective aminolysis under conventional heating and microwave irradiation; the reactivity of these species is such that chemoselective transformations PFP can be achieved.
We present here valuable extensions to our previous work in preparing highly functionalized, heteroatom-substituted alkynes via displacement at an sp center. Our results show that a wide range of ynol ethers can be prepared by the same methodology and protocol applied synthesis synthetically useful thioynol ethers. also new observations have led us revise original hypothesis favor pathway involving radical intermediates.
A simple high-yielding preparation of aryl alkynyl sulfides is presented. The reaction a chloroacetylene with thiolate salt in the presence an amine mediator (dimethylamine or N,N'-dimethylethylenediamine) yields excellent yields. chloride easily prepared from parent alkyne.
In response to the closure of many university laboratories due Covid-19 pandemic in 2020, a handbook and remote webinar approach designed support students use software tools for computer-aided drug design has been developed. Specifically, course chemistry pharmacy who have little or no experience computational techniques can open-source on their own machines. this way flexible relevant course, giving rigorous academic experience, could be delivered even most challenging circumstances. We...
Electricity is applied to native chemical ligation and related products. A 1 V potential platinum electrodes in 0.15 M TCEP solution converts Cys Ala cyclic peptides, cleaves the 2-mercapto-2-phenethyl acyl transfer auxiliary.
Potassium alkoxides undergo anti-Markovnikov addition to aryl-substituted alkynes with Z selectivity in DMF as the solvent. The yields and efficiency of reaction was also found be enhanced by a secondary amine ligand such N,N′-dimethylethylenediamine. Mechanistic investigations suggest that products, rates can explained via single electron transfer from alkoxide alkyne. This leads radical anion intermediate, which then rapidly combines yield vinyl whose lifetime governs E:Z observed products.
A ‘green’ and high-yielding electrochemical method for performing tin-free, intermolecular radical reactions (the Giese reaction) has been developed.
Nucleophilic attack of an alkoxide on alkynyl sulfonamide leads to displacement the at sp centre and isolation ynol ether in good yield a single operation (see scheme). The mechanistic pathway has been probed by use coordinating additives, 13C-labelling experiments ab initio calculations, which indicated that addition/elimination mechanism is operation. Detailed facts importance specialist readers are published as "Supporting Information". Such documents peer-reviewed, but not copy-edited or...
[reaction: see text] A novel tetrafluorophenol-linked acrylate is reported as an activated acceptor for intermolecular radical reactions. Addition of alkyl radicals led to pure products in good yields. We include here the first syntheses C1- and C6-linked glycosides using a solid-phase methodology.
Studies on displacement reactions of alkyl pentafluorophenyl (PFP) sulfonates with amines are consistent a mechanism involving an elimination-addition pathway; comparisons between the reactivity PFP-sulfonates sulfonyl chlorides and PFP-esters also presented.
A stereoselective one-pot synthesis of substituted 1,2-thiazetidine 1,1-dioxides (β-sultams) has been achieved from heterocyclic pentafluorophenyl (PFP) sulfonates. Mild N−O bond cleavage isoxazolidines followed by intramolecular cyclization the amine onto PFP demonstrates potential utility for using sulfonate as a valuable precursor to sulfonamides.
A variety of five-membered ring oxazoles have been synthesised with complete regiocontrol and without the requirement for oxidationvia a reaction sequence based on vinyl sulfonamide template.
A range of pentafluorophenyl (PFP) sulfonate esters derived from the reaction PFP vinyl and various nitrones are shown to have significant inhibitory activity against bacterial enzymes DDAH ADI.
Electrochemical control has been utilised to facilitate the release and recovery of Cu<sup>I</sup> catalysts mediating Glaser–Hay alkyne dimerization.