Joseph Sloop

Georgia Gwinnett College | GGC · School of Science and Technology

Parasitic resistance and mutations in folate pathway receptors of Plasmodium falciparum have diminished the efficacy of antimalarial agents including sulfadoxine and pyrimethamine. In this study, seven novel fluorinated heterocyclic sulfonamides are modeled to determine their potential to blunt the effects of folate pathway mutations such as those...

Pyrazoles have potential applications in the agrochemical and medicinal chemistry industries as pesticides, anti-inflammatory medications, and antitumor drugs. Fluorinated fused-ring pyrazoles may also possess medicinally useful properties. Herein, we report the acid-catalyzed synthesis of a new tricyclic, trifluoromethylated indenopyrazole, 3-meth...

This article describes the single crystal X-ray results obtained for 2-t-butyl-3,4-dimethoxycarbazole.

Compounds Summary: Dear Colleagues, Heteroaromatic molecules serve as critical components of pharmacophores and industrially important materials. New approaches to the preparation of both single-ring and fused-ring ring heteroaromatic species have been the subject of intense exploration over the past decade. In this context, synthetic organic chemi...

X-Ray crystal structure determination of (Z)-2-(3,5-Dimethoxybenzylidene)-1-Indanone. CCDC No.: 2081969

The presentation relates how the GGC Chemistry Discipline addressed the shift to online instruction when the COVID-19 pandemic forced faculty to teach chemistry courses online starting in Spring 2020. Included in the presentation are several topics: 1. An overview of Chemistry program at GGC 2. How we managed the shift to online instruction 3. High...

The present study aims to investigate the synthesis and structural features of Indanone, Tetralone and Naphthone derivatives. Indanone, tetralone and naphthone derivatives and fused-ring heterocycles have been prepared via Claisen condensations, arylhydrazine condensations, Baker-Venkataraman rearrangements, Claisen-Schmidt reactions, selective flu...

Malaria is a disease with debilitating health and negative economic impacts in regions at high risk of infection. Parasitic resistance and side effects of current antimalarial drugs are major setbacks to the successful campaigns that have reduced malaria incidence by 40% in the last decade. The parasite's dependence on glycolysis for energy require...

The title chalcone, C18H16O3, was prepared by a solventless base-promoted Claisen–Schmidt condensation and, upon recrystallization from ethanol, obtained in 56% yield. The dihedral angle between the indanone ring system and the benzene ring is 2.54 (4) � and the C atoms of the methoxy groups deviate from the benzene ring by 0.087 (1) and 0.114 (1)...

Trifluoromethylated and ring-fluorinated 4H-chromones have been prepared via cyclodehydration and via the Baker-Venkataraman rearrangement. The cyclodehydration of 4,4,4-trifluoro-1-(1-naphthol-2-yl)-1,3-butanedione was performed under a variety of base promoted and acid catalyzed processes enroute to 2-trifluoromethyl--naphthochromone. Using micr...

Research progress in heterocycle synthesis and studies at Georgia Gwinnett College

This conference presentation is about the Green Chemistry Initiatives undertaken at GGC featuring Course-Embedded Undergraduate Research Experiences (CURE) in use by the Chemistry program.

Chemistry faculty in the School of Science and Technology (SST) at Georgia Gwinnett College (GGC) have instituted a new two-semester laboratory capstone course sequence as part of the Chemistry major program. These integrated laboratory courses emphasize a multidisciplinary approach that provides a unique undergraduate experience for students. Inte...

The ability of fluorine and fluorine-containing groups to alter molecular electronic and bioactive properties relative to non-fluorinated analogs is well understood. For more than three decades, the selective incorporation of fluorine onto organic molecules by electrophilic reagents has been investigated with great intensity. Nevertheless, the eluc...

Malaria caused by Plasmodium falciparum continues to be a major world health scourge. The inhibition of enzymes in the folate pathway critical for synthesis of nucleotides and amino acids plays a role in treatment of malaria. The bifunctional enzyme complex, dihydrofolate reductase thymidylate synthase (DHFR-TS) is a folate pathway enzyme target wi...

The Organic Chemistry II laboratory experience is reimagined as a semester-long green synthesis project involving the preparation of sulfa drugs. Student groups select a sulfa drug target to synthesize, research their assigned sulfa drug target, prepare a research plan and brief their instructor on their plan. Once their plan is approved, students...

Heterocyclic molecules incorporating fluorinated isoquinoline components are found in many medicinally and agriculturally important bioactive products as well as industrially impactful materials. Within the past decade, a variety of isoquinolinic ring assembly techniques has enabled the introduction of diverse fluorine-containing functionalities wh...

The parasite Plasmodium falciparum is responsible for the major world scourge malaria , a disease that affects 3.3 billion people worldwide. The development of new drugs is critical because of the diminished effectiveness of current antimalarial agents mainly due to parasitic resistance, side effects and cost. Molecular docking was used to explore...

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CCDC 854705

A problem-solving scaffold approach to synthesis was developed and implemented in two intervention sections of Chemistry 2211K (Organic Chemistry I) at Georgia Gwinnett College (GGC). A third section of Chemistry 2211K at GGC served as the control group for the experiment. Synthesis problems for chapter quizzes and the final examination were design...

This letter notes improvements to the American Journal of Organic Chemistry article submission standards and peer review processes.

The synthesis of the new diethyl ammonium salt of diethylammonium(E)-5-(1,5-bis(4-fluorophenyl)-3-oxopent-4-en-1-yl)-1,3-diethyl-4,6-dioxo-2-thioxohexaydropyrimidin-5-ide 3 via a regioselective Michael addition of N,N-diethylthiobarbituric acid 1 to dienone 2 is described. In 3, the carboanion of the thiobarbituric moiety is stabilized by the stron...

Review, 103 References.

Pyrazoles are highly essential heterocyclic structures prevalent in biologically active products used widely throughout various disciplines of chemical industry-including medicine and agriculture. The efficacy of these pyrazole species is enhanced through the introduction of fluorine and corresponding functionalities; therefore, synthetic methods f...

Examination of Fluorination and Synthesis of Cyclic Diketones

Using cyclic ketone scaffolds, several novel trifluoroacetylated 1,3-diketones and selectively α-fluorinated ketones have been prepared in yields ranging from 20-77% using the Claisen condensation and electrophilic fluorination by the Selectfluor® reagent, respectively. We report tendencies in the difluorinated and trifluoroacetylated products to f...

Cyclohexane derivative stability is investigated using a combination of molecular modeling kits, conformational analysis, computational chemistry and polarimetry. Students build selected mono-and disubstituted cyclohexanes using model kits, predict the most stable conformation and calculate conformational equilibria. Students also construct cis-1,2...

Students were exposed to a systematic, scaffolded approach to organic synthesis in the classroom, practiced synthesis problem-solving in class and for homework, and given regular assessment opportunities. The greater exposure enhanced their understanding of and improved their performance on synthesis-type problems.

Synthesis and Latent Fingerprint Development Efficacy Studies of 1,2-Indanedione Derivatives

This review examines the variability of chemical shifts observed in 19-fluorine (19F) nuclear magnetic resonance spectra for the trifluoroacetyl (TFA) functional group. The range of 19F chemical shifts reported spectra for the TFA group varies generally from −85 to −67 ppm relative to CFCl3. The literature revealed several factors that impact chemi...

This work catalogues the efforts made to improve student awareness of research opportunities at Georgia Gwinnett College (GGC). The development of web resources and venues for student-faculty interactions are discussed. Historical data showing increased student interest in research at GGC from 2008-2012 is presented.

Organic chemistry instructors at a newly founded four-year college have integrated 21st century handheld technology and applications into the organic chemistry class and lab experience, in an effort to further engage students and increase content and skill mastery. The technology and applications enable instructors to implement a philosophy of teac...

This text provides students with a comprehensive organic chemistry laboratory experience that emphasizes Green Chemistry principles. The Organic Chemistry I laboratory portion of the text uses classical experiments as vehicles for technique development and spectroscopic analysis. The Organic Chemistry II laboratory text section encompasses a multis...

The unique properties imparted on molecules by fluorine substitution continues to be the subject of intense research as the products have widespread application in all areas of science. Incorporation of fluorine can productively and unpredictably modulate several properties that interest medicinal chemists. Selected drugs for the treatment of high...

The design of novel, functionalized bis-metaphenylene semiquinone (SQ) ligands and their corresponding metal complexes which combine conformational flexibility and electron-withdrawing, electron-donating, and conjugating substituents enable investigation of multiple structureproperty relationships. Along these lines, we report the synthesis of thre...

Examination of the synthesis of five- and six-membered cyclic fluorinated ketone derivatives.

Inspired Innova-on • Ra-onale/Literature Review • Timeline/Description of Project Design • Assessment Plan • Quantitative Results • Future Directions

Linear free-energy relationships for a series of functionalized semiquinone ligands and their MnII- and Cu(II)hydro-tris(3-cumenyl-5-methylpyrazolyl) borate complexes were examined. Quinonesemiquinone cycle half-wave reduction potentials and semiquinone hydrogen hyperfine coupling constants (a(H)) were determined and their correlation with Hammett...

Several fluorinated and trifluoromethylated indanone, tetralone and naphthone derivatives have been prepared via Claisen condensations and selective fluorinations in yields ranging from 22–60%. In addition, we report the synthesis of new, selectively fluorinated bindones in yields ranging from 72–92%. Of particular interest is the fluorination and...

Chemical Education Session II: SERM 841

Fluorinated aryl β-diketones were prepared using Claisen and electrophilic fluorination methods. The keto–enol and enol–enol tautomerism of these compounds were examined in the solid state, as neat liquids and in polar, aprotic solution by crystallography and spectroscopy. Neat-liquid spectroscopic measurements as well as single crystal X-ray cryst...

Organic chemistry instructors integrate handheld technology and applications into course lecture and lab to engage students with tools and techniques students use in the modern world. This technology and applications enable instructors to re-visit the Thayer Method of teaching and learning to create an updated method that works with 21st century st...

Organic chemistry instructors integrate handheld technology and applications into course lecture and lab to engage students with tools and techniques students use in the modern world. This technology and applications enable instructors to re-visit the Thayer Method of teaching and learning to create an updated method that works with 21st century st...