A5076410562- Fluorine in Organic Chemistry
- Asymmetric Synthesis and Catalysis
- Catalysis and Hydrodesulfurization Studies
- Synthetic Organic Chemistry Methods
- Process Optimization and Integration
- Petroleum Processing and Analysis
- Synthesis and Reactions of Organic Compounds
- Chemical Synthesis and Analysis
- Advanced Polymer Synthesis and Characterization
- Analytical Chemistry and Chromatography
- Inorganic Fluorides and Related Compounds
- Polymer crystallization and properties
- Catalytic C–H Functionalization Methods
- Biodiesel Production and Applications
- Research on Leishmaniasis Studies
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Catalytic Cross-Coupling Reactions
- Thermal and Kinetic Analysis
- Molecular Sensors and Ion Detection
- Asymmetric Hydrogenation and Catalysis
- Inorganic and Organometallic Chemistry
- Trypanosoma species research and implications
- Ubiquitin and proteasome pathways
- Histone Deacetylase Inhibitors Research
Georgetown University
2016-2025
Division of Chemistry
2025
Georgetown University Medical Center
2020-2024
Worcester Polytechnic Institute
2022
Karlsruhe Institute of Technology
2022
University of Coimbra
2022
University of L'Aquila
2022
RISE Research Institutes of Sweden
2022
University of Évora
2022
Indian Institute of Technology Madras
2003-2018
Abstract Synthetically versatile 3,3‐disubstituted fluorooxindoles exhibiting vicinal chirality centers were obtained in high yields and with excellent enantio‐, diastereo‐, regioselectivity through catalytic asymmetric fluoroenolate alkylation allylic acetates. The reaction proceeds under mild conditions can be scaled up without compromising the induction. unique synthetic usefulness of products is highlighted by incorporation additional functionalities formation 3‐fluorinated oxindoles an...
A three-phase heterogeneous model was developed to simulate the performance of pilot-plant and industrial trickle-bed reactors applied hydrodesulfurization diesel fractions. The is based on two-film theory incorporates mass-transfer phenomena at gas−liquid liquid−solid interfaces. major hydrotreating reactions, namely, hydrodesulfurization, hydrodenitrogenation, hydrodearomatization, saturation olefins, hydrocracking, were modeled. Detailed experiments carried out in a continuous-flow...
Click reactions have become powerful synthetic tools with unique applications in the health and materials sciences. Despite progress optical sensors that exploit principles of dynamic covalent chemistry, metal coordination or supramolecular assemblies, quantitative analysis complex mixtures remains challenging. Herein, we report use a readily available coumarin conjugate acceptor for chiroptical click chirality sensing absolute configuration, concentration enantiomeric excess several...
Abstract The role of Discoidin Domain Receptors (DDRs) is poorly understood in neurodegeneration. DDRs are upregulated Alzheimer’s and Parkinson’s disease (PD), knockdown reduces neurotoxic protein levels. Here we show that potent preferential DDR1 inhibitors reduce levels vitro vivo. Partial or complete deletion inhibition a mouse model challenged with α-synuclein increases autophagy inflammation proteins. Significant changes cerebrospinal fluid microRNAs control inflammation, neuronal...
The unique properties of fluorinated organic compounds have received intense interest and conquered a myriad applications in the chemical pharmaceutical sciences. Today, an impressive range alkyl fluorides are commercially available, there many practical methods to make them exist. However, unmatched stability inertness C–F bond largely limited its synthetic value, which is very different from widely accepted utility chlorides, bromides, iodides that serve everyday as "workhorse" building...
Background/Objectives: Kinase inhibition is a hot therapeutic strategy for several human diseases, including neurodegeneration. Tyrosine kinase c-KIT activates peripheral mast cells, while other kinases Abelson (c-Abl) promotes autophagy and FYN mediates Tau phosphorylation. We synthesized novel broad inhibitor (BK40196) investigated its effects on tau hyper-phosphorylation, cell loss, inflammation behavior in transgenic rTg4510 TgAPP (TgSwDI) mice. Methods: Drug synthesis investigation of...
Abstract Fluorinated organic compounds are frequently used across the chemical and life sciences. Although a large, structurally diverse pool of alkyl fluorides is nowadays available, synthetic applications trail behind widely accepted utility other halides. We envisioned that C(sp 2 )-C(sp 3 ) cross-coupling reactions with fluorophilic organozinc should be possible through heterolytic mechanism involves short-lived ion pairs uses stability Zn-F bond as thermodynamic driving force. This...
Treatments for Alzheimer's disease have primarily focused on removing brain amyloid plaques to improve cognitive outcomes in patients. We developed small compounds, known as BK40143 and BK40197, we hypothesize that these drugs alleviate microglial-mediated neuroinflammation induce autophagic clearance of neurotoxic proteins behavior models neurodegeneration. Specificity binding assays BK40197 showed primary c-KIT/Platelet Derived Growth Factor Receptors (PDGFR)α/β, whereas also...
A highly diastereoselective organocatalytic reaction for the synthesis of fluorinated 3,3'-bisindolines exhibiting adjacent tetrasubstituted carbon stereocenters is described. broad variety heterochiral bisindolines was prepared in 91-99% yield using 3-fluorooxindoles and isatylidene malononitriles presence catalytic amounts triethylamine water or aqueous solution. The can be upscaled without compromising diastereoselectivity general usefulness this method demonstrated with various Michael...
Abstract Synthetisch vielseitige 3,3‐disubstituierte Fluoroxindole mit benachbarten Chiralitätszentren wurden in hohen Ausbeuten und exzellenten Enantio‐, Diastereo‐ Regioselektivitäten durch katalytische asymmetrische Alkylierung von Fluorenolaten Allylacetaten erhalten. Die Reaktion verläuft unter milden Bedingungen kann größeren Ansätzen ohne Beeinträchtigung der asymmetrischen Induktion durchgeführt werden. Der präparative Nutzen Produkte wird den Einbau zusätzlichen Funktionsgruppen die...
Abstract Analytical methods that allow simultaneous determination of the concentration and enantiomeric composition small sample amounts are also compatible with high‐throughput multi‐well plate technology have received increasing attention in recent years. We now introduce a new class broadly useful small‐molecule probes relay sensing strategy together accomplish these tasks five classes compounds including challenging group mono‐alcohols—a scope stands out among previously reported UV,...
The widespread use of fluorinated organic compounds in the health, agrochemical, and materials sciences is sustained by a steadily growing pool commercially available fine chemicals. synthetic utility increasingly ubiquitous Csp 3 ─F bond, however, remains to be fully exploited, which often difficult task because its paramount stability chemical inertness. Here, we demonstrate chemodivergent activation monofluoroalkyl toward either nucleophilic or electrophilic intermediates. This...
Symmetrical 1,3-diynes were obtained in quantitative yields using the copper(II) acetate catalyzed homocoupling of terminal alkynes presence a stoichiometric amount piperidine at 25 ˚C under aerobic conditions. We also accomplished facile syntheses unsymmetric by heterocoupling very good reported reaction
A highly diastereoselective organocatalytic method that produces 3-fluoro-3'-hydroxy-3,3'-bisoxindoles and the corresponding 3-fluoro-3'-amino derivatives having two adjacent chirality centers from fluorooxindoles isatins in high yields is described. The reaction occurs protic solvents at room temperature, it can be upscaled without compromising yield stereoselectivity, chromatographic product purification not required.
A generally useful palladium-catalyzed method for the asymmetric allylic amination with a large variety of isatins, sulfonamides, imides, amines, and N-heterocycles is introduced. single protocol readily available catalyst accomplishes this reaction at room temperature high yields enantioselectivities often exceeding 90%, which demonstrated 31 examples.
Ubiquitin Specific Protease-13 (USP13) promotes protein de-ubiquitination and is poorly understood in neurodegeneration. USP13 upregulated Alzheimer’s disease (AD) Parkinson’s (PD), knockdown via shRNA reduces neurotoxic proteins increases proteasome activity models of We synthesized novel analogues spautin-1 which a non-specific inhibitor but unable to penetrate the brain. Our small molecule compounds are able enter brain, more potently inhibit USP13, significantly reduce alpha-synuclein...
Abstract The demand for high quality middle distillates is increasing world wide while the residue and fuel oil decreasing. Hydrocracking major conversion process that meets twin objectives of producing more very quality. Since hydrocracking a capital-intensive process, many refiners consider option converting their existing vacuum gas hydrotreating units into mild units. use hydrocracker bottom as FCC feedstock can improve products. In view advantages it essential to understand catalysts...
Suzuki cross-coupling of benzylic and unactivated aliphatic fluorides with aryl- alkenylboronic acids has been achieved via mechanistically distinct Pd Ni catalyzed pathways that outperform competing protodeboronation, β-hydride elimination, homocoupling processes. The utility is demonstrated more than 20 examples including heterocyclic structures, 1,1-disubstituted trans-1,2-disubstituted alkenes, by the incorporation acetonitrile into functionalized (hetero)arenes.
Cross-coupling of alkyl fluorides and organocuprates is accomplished via aluminum halide mediated C-F bond activation subsequent Csp2-Csp3 Csp3-Csp3 formation. Relatively mild conditions allow for smooth notoriously challenging primary secondary while competing chain rearrangement, HF elimination, homocoupling reactions are effectively controlled. The utility functional group tolerance demonstrated with 23 examples a variety coupling products obtained in up to 88% yield.
Novel <i>C</i> <sub>2</sub>-symmetric chiral bioxazolines were synthesized in good yields by the fusion of optically active acids with a tartaric acid derivative. Complexes these products copper(II) acetate monohydrate found to be excellent catalysts for Henry reaction, giving various nitro alcohols very and up 84% enantiomeric excess. Although only five-membered chelation is possible ligands, they give better enantioselectivities than other bioxazoline ligands that undergo similar coordination.
Sequential chlorination/fluorination of aromatic trifluoroacetylated ketones gives 1-aryl 2-chloro-2,4,4,4-tetrafluoro-butan-1,3-dione hydrates that are used for the synthesis and alkenes exhibiting a terminal bromochlorofluoromethyl group. The undergo detrifluoroacetylative cleavage subsequent bromination in presence copper(II)bisoxazoline catalyst, K2CO3 NBS at room temperature. corresponding can be applied Wittig Horner-Wadsworth-Emmons reactions dibromoalkenylations.