Joseph Sloop

Joseph Sloop
Georgia Gwinnett College | GGC · School of Science and Technology

Ph.D.

About

109
Publications
70,235
Reads
How we measure 'reads'
A 'read' is counted each time someone views a publication summary (such as the title, abstract, and list of authors), clicks on a figure, or views or downloads the full-text. Learn more
682
Citations
Introduction
My current research program involves the preparation and study of novel fluorinated analogs of sulfa drugs, 2-acyl-1,3-diketones, indanones, ninhydrin and their heterocyclic products. My undergraduate student researchers undertake reactions they studied in organic chemistry to synthesize new compounds. After characterization, students use spectroscopic methods to study the tautomeric properties of the diketones, and conduct QSAR and bioactivity studies of these new fluorinated products.
Additional affiliations
January 2017 - present
Georgia Gwinnett College
Position
  • Environmental Toxicology
August 2016 - present
Georgia Gwinnett College
Position
  • Indanone-based heterocycle and soft materials synthesis
Description
  • New examples of Indanone derivatives with Industrial and medicinal potential are prepared via condensation and nucleophilic addition reactions
August 2015 - present
Georgia Gwinnett College
Position
  • Integrated Laboratory II
Education
August 2000 - May 2003
North Carolina State University
Field of study
  • Chemistry
June 1988 - May 1990
North Carolina State University
Field of study
  • Chemistry
August 1979 - May 1983
Davidson College
Field of study
  • Chemistry

Publications

Publications (109)
Article
Full-text available
To better understand how green chemistry principles may be applied to a simple electrophilic addition reaction, students in the Green and Sustainable Chemistry course (CHEM 4000) at Georgia Gwinnett College were introduced to the bromination of E-stilbene in a scaffolded approach which culminated with the conduct of an experimental comparison of th...
Book
Full-text available
This book (Joseph Sloop, editor) is a reprint of the Special Issue Synthesis of Heteroaromatic Compounds that was published in Molecules.
Article
Full-text available
Chalcones continue to occupy a venerated status as scaffolds for the construction of a variety of heterocyclic molecules with medicinal and industrial properties. Syntheses of hybrid chalcones featuring heteroaromatic components, especially those methods utilizing green chemistry principles, are important additions to the preparative methodologies...
Article
Full-text available
The synthesis of heteroaromatic compounds has been the subject of intense investigation for well over a century [...].
Article
Full-text available
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...
Article
Full-text available
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...
Article
Full-text available
This article describes the single crystal X-ray results obtained for 2-t-butyl-3,4-dimethoxycarbazole.
Article
Full-text available
X-Ray crystal structure determination of (Z)-2-(3,5-Dimethoxybenzylidene)-1-Indanone. CCDC No.: 2081969
Presentation
Full-text available
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...
Chapter
Full-text available
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...
Article
Full-text available
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...
Article
Full-text available
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)...
Article
Full-text available
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...
Presentation
Full-text available
Research progress in heterocycle synthesis and studies at Georgia Gwinnett College
Presentation
Full-text available
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.
Article
Full-text available
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...
Conference Paper
Full-text available
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...
Article
Full-text available
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...
Article
Full-text available
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...
Article
Full-text available
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...
Article
Full-text available
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...
Article
Full-text available
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...
Article
Full-text available
This letter notes improvements to the American Journal of Organic Chemistry article submission standards and peer review processes.
Article
Full-text available
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...
Data
Full-text available
Article
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...
Presentation
Full-text available
Examination of Fluorination and Synthesis of Cyclic Diketones
Article
Full-text available
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...
Article
Full-text available
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...
Presentation
Full-text available
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.
Presentation
Full-text available
Synthesis and Latent Fingerprint Development Efficacy Studies of 1,2-Indanedione Derivatives
Article
Full-text available
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...
Article
Full-text available
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.
Chapter
Full-text available
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...
Book
Full-text available
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...
Chapter
Full-text available
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...
Article
Full-text available
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...
Presentation
Full-text available
Examination of the synthesis of five- and six-membered cyclic fluorinated ketone derivatives.
Conference Paper
Full-text available
Inspired Innova-on • Ra-onale/Literature Review • Timeline/Description of Project Design • Assessment Plan • Quantitative Results • Future Directions
Article
Full-text available
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...
Article
Full-text available
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...
Conference Paper
Full-text available
Chemical Education Session II: SERM 841
Article
Full-text available
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...
Article
Full-text available
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...
Article
Full-text available
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...
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.