KMap
Courses
  • ASO
    Advanced Synthetic Organic Chemistry

  • LOC
    Lectures in Organic Chemistry

  • AOS
    Advanced Organic Synthesis

Student Thesis/Dissertation
  • Expansion of the Anionic Amino-Cope Cascade and Deuteration of Monomers for the Creation of Perdeuterated Polymers

    2022

    doctoral
  • Analysis of FDA-Approved Drugs and Select Methods Toward Analogs of Cantharidin and Apomorphine

    2021

    doctoral
  • Development of New Anionic Cascades and Analysis of US FDA Drug Architectures

    2021

    doctoral
  • Development of New Anionic Hopping Cascade Routes to Synthesize Various Heterocycles

    2019

    doctoral
  • Development of Oxidative Dearomatization Enabled Methods to Synthesize Various Heterocycles

    2019

    doctoral
  • Oxidative Dearomatization / Diels-Alder Approaches to Maoecrystal V and the Gibberellin Family of Natural Products

    2018

    doctoral
  • Strategic Oxidative Dearomatization - Rearomatization Cascades in the Synthesis of Aromatic and Heteroaromatic Synthons

    2016

    doctoral
  • New Anionic Annulation Reactions and Anion Accelerated Amino-Cope Rearrangement

    2016

    doctoral
  • New Ring Expansion and Ring Opening Reactions of Vinyl Oxetanes and Vinyl Oxiranes

    2014

    doctoral
Grants
  • Funding agency logo
    Anionic and Pericyclic Reaction Cascades for Organic Synthesis

    Principal Investigator (PI)

    2022

    $537.8K
    Active
  • Funding agency logo
    Novel Small Molecules with Neuroprotective Potential in ALS: a "Fly-To-Human" Approach

    Principal Investigator (PI)

    2022

    $166.0K
    Active
  • Funding agency logo
    DMREF: Computational Chemistry to Accelerate Development of Long Wave Infrared Polymers

    Co-Investigator (COI)

    2021

    $1.9M
    Active
  • Funding agency logo
    MRI: Acquisition of a Single-Crystal X-Ray Diffractometer for Research and Education

    Co-Investigator (COI)

    2021

    $266.2K
    Active
  • Funding agency logo
    Novel Small Molecules with Neuroprotective Potential in ALS: A 'Fly-To-Human' Approach

    Co-Investigator (COI)

    2022

    $678.6K
  • Funding agency logo
    Hoya 167 High Refractive Index Polymers for Consumer Plastic Eye-Wear from Elemental Sulfur

    Co-Investigator (COI)

    2021

    $114.3K
  • Funding agency logo
    New Reaction Cascades for Organic Synthesis

    Principal Investigator (PI)

    2019

    $561.8K
  • Funding agency logo
    MRI: Acquisition of a 500 MHz Nuclear Magnetic Resonance Spectrometer for Research and Training at the University of Arizona

    Principal Investigator (PI)

    2019

    $500.8K
  • Funding agency logo
    Development of an Aromatic C-H Bond Substitution Approach

    Principal Investigator (PI)

    2017

    $110.0K
  • Funding agency logo
    New Class of Anionic Cascades Reactions for Organic Synthesis

    Principal Investigator (PI)

    2016

    $545.7K
Technologies / Patents
      News
      • Diversifying the Workforce for Tomorrow's Jobs

        2015

      • FDA-approved Drug Database Created by UA Professor Being Used Globally

        2014

      • UA Faculty, Staff Developing Mobile Apps

        2011

      Publications (132)
      Recent
      • One SteSelective Counterion Dependent Formation of Conjugated Chiral N-Sulfinylimines from Aldehydes

        2023

      • Phenols in pharmaceuticals: analysis of a recurring motif

        2022

      • Minimalistic graphical presentation approach for total syntheses

        2022

      • Oxiranes and oxirenes: Monocyclic

        2022

      • Sulfenyl Chlorides: An Alternative Monomer Feedstock from Elemental Sulfur for Polymer Synthesis

        2022

      • Anionic Amino-Cope Rearrangement Cascade Synthesis of 2, 4-Substituted Benzoate Esters from Acyclic Building Blocks

        2022

      • Nanocomposite particles comprising a boronic acid moiety and methods for producing and using the same

        2022

      • Neuroprotective compounds and methods of use

        2021

      • Polymerizations with elemental sulfur: from petroleum refining to polymeric materials

        2021

      • Oxidative Route to Indoles via Intramolecular Amino-Hydroxylation of o-Allenyl Anilines

        2021

      • Dramatic Effect of γ-Heteroatom Dienolate Substituents on Counterion Assisted Asymmetric Anionic Amino-Cope Reaction Cascades

        2021

      • Dienolate Annulation Approach for Assembly of Densely Substituted Aromatic Architectures

        2021

      • Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated SCF3) Aziridine and Cyclopropane Structures

        2021

      • A structural analysis of the FDA green book-approved veterinary drugs and roles in human medicine

        2020

      • Strategic Vinyl Sulfone Nucleophile β-Substitution Significantly Impacts Selectivity in Vinylogous Darzens and Aza-Darzens Reactions

        2020

      • Tricyclic mosquitocides and methods of making and using thereof

        2019

      • Efforts Toward a Unified Kainoid Family Synthesis Approach: Unexpected Sulfinamide‐Directed Conjugate Addition Results

        2019

      • Analysis of US FDA-approved drugs containing sulfur atoms

        2019

      • Single wall nanotube constructs and uses thereof

        2019

      • [3+ 2] annulation to produce 5-membered heterocyclic compounds

        2019

      • A survey of the structures of US FDA approved combination drugs

        2018

      • Review of synthetic approaches toward maoecrystal V

        2018

      • Correction to “New Class of Anion-Accelerated Amino-Cope Rearrangements as Gateway to Diverse Chiral Structures”

        2018

      • Asymmetric vinylogous aza-Darzens approach to vinyl aziridines

        2018

      • Total Synthesis of ±)‐Phomoidride D

        2018

      • From oxiranes to oligomers: Architectures of US FDA approved pharmaceuticals containing oxygen heterocycles

        2018

      • Total synthesis of ±)phomoidride D: A 22 year odyssey

        2018

      • [2.2. 2]to 3.2. 1]bicycle skeletal rearrangement approach to the gibberellin family of natural products

        2018

      • Tunable dimetal tetraguanidinate paddlewheel complexes with unprecedented electron donor abilities

        2018

      • New Class of Anion-Accelerated Amino-Cope Rearrangement as Gateway to Diverse Chiral Structures

        2017

      • Tunable catalysis with dimetal tetraguanidinate paddlewheel complexes

        2017

      • Novel synthesis of fluorinated indoles and benzofurans via oxidative dearomatization

        2017

      • Double-Diels-Alder Approach to Maeocrystal V. Unexpected C-C Bond Forming Fragmentations of the 2.2.2]Bicyclic Core

        2017

      • Asymmetric vinyolgous aza-Darzens approach towards the synthesis of vinyl aziridines

        2017

      • To200 pharmaceutical products by retail sales in 2016

        2017

      • Efforts towards the total synthesis of maoecrystal V

        2017

      • Novel architectures that exhibit potent and selective inhibition of protein tyrosine phosphatases implicated in cancers and metabolic disease

        2017

      • Dearomatization Approach to 2-Trifluoromethylated Benzofuran and Dihydrobenzofuran Products

        2017

      • Metal‐Free Synthesis of Fluorinated Indoles Enabled by Oxidative Dearomatization

        2016

      • A Mild meta-Selective C–H Alkylation of Catechol Mono-Ethers

        2016

      • Method and system for drug design

        2016

      • Anionic Cascade Routes to Sulfur and Nitrogen Heterocycles Originating from Thio‐and Aminophosphate Precursors

        2016

      • Asymmetric 3+2] Annulation Approach to 3-Pyrrolines. Concise Total Syntheses of Supinidine, Isoretronecanol and Elacomine

        2015

      • Formation of Fused Aromatic Architectures via an Oxidative Dearomatization Radical Cyclization Rearomatization Approach

        2015

      • Formation of fused aromatic architectures via an oxidative dearomatization—radical cyclization rearomatization approach

        2015

      • Synthesis of 1, 2, 3, 6-Tetrahydropyridines via Aminophosphate Enabled Anionic Cascade and Acid Catalyzed Cyclization Approaches

        2015

      • The Realization of an Oxidative Dearomatization–Intramolecular Diels–Alder Route to Vinigrol

        2015

      • Ring Expansions of Oxiranes and Oxetanes

        2015

      • Synthetic Approaches and Total Syntheses of Vinigrol, A Unique Diterpenoid

        2015

      • Z-selective ring opening of vinyl oxetanes/oxiiranes with dialkyl dithiophosphate nucleophiles

        2014

      • Skalierbare rhodiumkatalysierte intermolekulare Aziridinierungen

        2014

      • Evolution of an oxidative dearomatization enabled total synthesis of vinigrol

        2014

      • Mild stereoselective formation of tri-and tetrasubstituted olefins by regioselective ring opening of 1, 1-disubstituted vinyl oxiranes with dialkyl dithiophosphates

        2014

      • A Scalable Rhodium‐Catalyzed Intermolecular Aziridination Reaction

        2014

      • Analysis of the structural diversity, substitution patterns, and frequency of nitrogen heterocycles among US FDA approved pharmaceuticals: miniperspective

        2014

      • Data-mining for sulfur and fluorine: An evaluation of pharmaceuticals to reveal opportunities for drug design and discovery: Miniperspective

        2014

      • Beyond C, H, O, and N! Analysis of the elemental composition of US FDA approved drug architectures: Miniperspective

        2014

      • H, O, and N! Analysis of the Elemental Composition of US FDA Approved Drug Architectures Smith, Brandon R. Eastman, Candice M. Njardarson, Jon T

        2014

      • Asymmetric ring expansion of vinyl oxetanes

        2013

      • Anthology Highlighting the Therapeutic Agents That Chronicle Our Medicinal History Ilardi, Elizabeth A. Vitaku, Edon; Njardarson, Jon T

        2013

      • Production of 2, 5-dihydrofurans and analogous compounds

        2013

      • To200 pharmaceutical products by US retail sales in 2012

        2013

      • Total synthesis of vinigrol

        2013

      • An In-Pharm-ative Educational Poster Anthology Highlighting the Therapeutic Agents That Chronicle Our Medicinal History

        2013

      • Syntheses and Structural Confirmations of Members of a Heterocycle‐Containing Family of Labdane Diterpenoids

        2013

      • Base mediated deprotection strategies for trifluoroethyl TFE) ethers, a new alcohol protecting group

        2013

      • Mechanism and the Origins of Stereospecificity in Copper Catalyzed Ring Expansion of Vinyl Oxiranes: A Traceless Dual Transition Metal-Mediated Process

        2013

      • Single wall nanotube constructs and uses therefor

        2013

      • Ring expansions of vinyloxiranes,thiiranes, and-aziridines: synthetic approaches, challenges, and catalytic success stories

        2013

      • Catalytic Ring Expansion Adventures

        2013

      • Z-Selective ring opening of vinyl oxetanes with dialkyl dithiophosphate nucleophiles

        2013

      • Recent advances in the metal-catalyzed ring expansions of three-and four-membered rings

        2013

      • Pharmaceutical structure montages as catalysts for design and discovery

        2012

      • Reactions at your fingertips

        2012

      • Chemistry by design: a web-based educational flashcard for exploring synthetic organic chemistry

        2012

      • Synthesis of allylic and homoallylic alcohols from unsaturated cyclic ethers using a mild and selective C–O reduction approach

        2012

      • Catalytic ring expansion of vinyl oxetanes: asymmetric synthesis of dihydropyrans using chiral counterion catalysis

        2012

      • Distinct biological effects of golgicide a derivatives on larval and adult mosquitoes

        2012

      • Intermolecular oxonium ylide mediated synthesis of medium-sized oxacycles

        2012

      • New mechanistic insights into the copper catalyzed ring expansion of vinyl aziridines: evidence in support of a copper i) mediated pathway

        2012

      • Efficient Synthesis of Thiopyrans Using a Sulfur‐Enabled Anionic Cascade

        2012

      • Emergence of potent inhibitors of metastasis in lung cancer via syntheses based on migrastatin

        2011

      • Mechanistic studies of the copper-catalyzed rearrangement of vinyl aziridines

        2011

      • Synthetic efforts toward 3.3. 1] bridged bicyclic phloroglucinol natural products

        2011

      • Stereospecific ring expansion of chiral vinyl aziridines

        2011

      • Confirmation of the structures of synthetic derivatives of migrastatin in the light of recently disclosed crystallographically based claims

        2010

      • An efficient oxidative dearomatization–radical cyclization approach to symmetrically substituted bicyclic guttiferone natural products

        2010

      • A graphical journey of innovative organic architectures that have improved our lives

        2010

      • Copper-Catalyzed Stereoselective Ring Expansion of Vinyl Oxiranes

        2010

      • The strategic marriage of method and motif. Total synthesis of varitriol

        2010

      • Stereoselective ring expansion of vinyl oxiranes: mechanistic insights and natural product total synthesis

        2010

      • Rapid Assembly of Vinigrol’s Unique Carbocyclic Skeleton

        2009

      • The development of new synthetic methods

        2009

      • A Concise Ring‐Expansion Route to the Compact Core of Platensimycin

        2009

      • An Adler–Becker oxidation approach to vinigrol

        2009

      • Creative approaches towards the synthesis of 2, 5-dihydro-furans, thiophenes, and pyrroles. One method does not fit all!

        2009

      • Thieme Chemistry Journal Awardees-Where are They Now? Efforts towards the Total Synthesis of Vinigrol

        2008

      • Sigmatropic Rearrangement of Vinyl Aziridines Brichacek, Matthew; Lee, DongEun; Njardarson, Jon T

        2008

      • An Efficient Substrate‐Controlled Approach Towards Hypoestoxide, a Member of a Family of Diterpenoid Natural Products with an Inside‐Out 9.3. 1] Bicyclic Core

        2008

      • Lewis acid catalyzed 1, 3]sigmatropic rearrangement of vinyl aziridines

        2008

      • Formal Synthesis of Biotin

        2007

      • Highly selective copper-catalyzed ring expansion of vinyl thiiranes: application to synthesis of biotin and the heterocyclic core of plavix

        2007

      • PET imaging of soluble yttrium-86-labeled carbon nanotubes in mice

        2007

      • Tumor targeting with antibody-functionalized, radiolabeled carbon nanotubes

        2007

      • Formation of cyclic ethers via an oxonium ylide mediated 2, 3] sigmatropic rearrangement

        2006

      • ORGN 954-Metal-catalyzed rearrangements of vinyl oxiranes

        2006

      • Migrastatin analogs in the treatment of cancer

        2006

      • Synthetic analogues of migrastatin that inhibit mammary tumor metastasis in mice

        2005

      • The Migrastatins: A new family of metastatasis inhibitors

        2005

      • The migrastatin family: discovery of potent cell migration inhibitors by chemical synthesis

        2004

      • Progress toward the total synthesis of the phomoidrides.

        2004

      • Discovery of potent cell migration inhibitors through total synthesis: Lessons from structure− activity studies of migrastatin

        2004

      • Migrastatin analogs and uses thereof

        2004

      • Vignette 3: Radicicol and the Epothilones: Total Synthesis of Novel Anticancer Agents Using Ring‐Closing Metathesis

        2003

      • The art of innovation in organic chemistry: Synthetic efforts toward the phomoidrides

        2003

      • Synthesis of epothilones, intermediates thereto and analogues thereof

        2003

      • Application of phenolic oxidation chemistry in synthesis: preparation of the BCE ring system of ryanodine

        2003

      • The total synthesis of migrastatin

        2003

      • Reactive dienes: Intramolecular aromatic oxidation of 3-2-hydroxyphenyl)propionic acids

        2002

      • Total syntheses of 17]and 18] dehydrodesoxyepothilones B via a concise ring-closing metathesis-based strategy: Correlation of ring size with biological activity in the …

        2002

      • Highly concise routes to epothilones: The total synthesis and evaluation of epothilone 490

        2002

      • Application of hitherto unexplored macrocyclization strategies in the epothilone series: novel epothilone analogs by total synthesis

        2002

      • Intramolecular Aromatic Oxidation of 3-2-Hydroxyphenyl) propionic Acids Drutu, Ioana; Njardarson, Jon T. Wood, John L

        2002

      • Synthesis of a fully functionalized isotwistane precursor to the phomoidrides.

        2002

      • CP-263,114 synthetic studies. Construction of an isotwistane ring system via rhodium carbenoid C–H insertion

        2002

      • An expeditious approach toward the total synthesis of CP-263,114

        2001

      • Evolution of a Synthetic Approach to CP-263,114

        2001

      • Progress towards the total synthesis of cp-263,114: Methods for constructing the Bicyclic core

        1998

      • Progress towards the total synthesis of CP-263,114

        1996

      • DEVELOPMENT OF A HIGHLY STEREOSELECTIVE TANDEM CLAISEN-ALPHA-KETOL REARRANGEMENT-ASYMMETRIC-SYNTHESIS OF THE K252A SUGAR MOIETY

        1995

      • A Concise Synthetic Route to Pure Isomers of the Antifungal Agents E)and Z)1, 2-Diaryl-3-1-imidazolyl)1-propenes

        1995

      • A facile synthesis of α-phosphono esters through methoxycarbonylation of α-phosphono carbanions

        1994

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