Publications

Selected Articles

Pulikkottil, F.; Burnett, J. S.; Saiter, J.; Goodall, C. A. I.; Claringbold, B.; Lam, K. eFluorination for the Rapid Synthesis of Carbamoyl Fluorides from Oxamic Acids. Org. Lett. 2024. https://doi.org/10.1021/acs.orglett.4c01605

Russo, C.; Leech, M. C.; Walsh, J.; Higham, J. I.; Giannessi, L.; Lambert, E.; Kiaku, C.; Poole, D. L.; Mason, J.; Goodall, C. A. I.; Devo, P.; Giustiniano, M.; Radi, M.; Lam, K. eHydrogenation: Electrochemical Hydrogen-Free Hydrogenation. Angewandte Chemie International Edition , 2023, 62 e202309563. https://doi.org/10.1002/anie.202309563.

Kiaku, C.; Martinage, D.; Sicim, Y.; Leech, M. C.; Walsh, J. M.; Poole, D. L.; Mason, J.; Goodall, I. C. A.; Devo, P.; Lam, K. eFluorination of Activated Alcohols Using Collidinium Tetrafluoroborate. Org. Lett. 2023. https://doi.org/10.1021/acs.orglett.3c00976.

Mastalerz, V.; Lam, K.; Paquin, J.-F. Exploration toward the Synthesis of Aliphatic SF5-Containing Compounds Using the Kolbe Reaction. J. Fluorine Chem. 2023, 110113. https://doi.org/10.1016/j.jfluchem.2023.110113.

Leech, M. C.; Nagornîi, D.; Walsh, J. M.; Kiaku, C.; Poole, D. L.; Mason, J.; Goodall, I. C. A.; Devo, P.; Lam, K. eFluorination Using Cheap and Readily Available Tetrafluoroborate Salts. Org. Lett. 2023. https://doi.org/10.1021/acs.orglett.2c04305.

Kiaku, C., Walsh, J. M., Leech, M. C., Poole, D. L., Mason, J., Goodall, I. C. A., Devo, P., Lam, K. Electrochemical Isothiocyanation of Primary Amines. Org. Lett. 2023. https://doi.org/10.1021/acs.orglett.3c00128.

Lam, K., D. Minteer, S., L. Poole, D. Introduction to Synthetic Electrochemistry: New Tricks for an Old Discipline. Organic & Biomolecular Chemistry 2023, 21 (2), 221–222. https://doi.org/10.1039/D2OB90163C.

Lam, K., Electrosynthesis: A practical way to access highly reactive intermediates. Synlett, 2022, https://doi.org/10.1055/A-1890-9162

Tanbouza, N., Petti, A., Leech, M. C., Caron, L., Walsh, J. M., Lam, K., & Ollevier, T. Electrosynthesis of Stabilized Diazo Compounds from Hydrazones. Organic Letters. 2022, https://doi.org/10.1021/acs.orglett.2c01803

Leech, M. C.; Lam, K. A practical guide to electrosynthesis. Nature Reviews Chemistry, 2022, 1–12. https://doi.org/10.1038/s41570-022-00372-y

Saab, M.; Nelson, D. J.; Leech, M. C. C.; Lam, K.; Nolan, S. P.; Nahra, F.; Hecke, K. Van. Reactions of N-Heterocyclic Carbene-Based Chalcogenoureas with Halogens: A Diverse Range of Outcomes. Dalt. Trans. 2022. https://doi.org/10.1039/d2dt00010e.

Lam, K.; Wheelhouse, K. M. P. Unleashing the Potential to Electrify Process Chemistry: From Bench to Plant. Org. Process Res. Dev. 2021, 25 (12), 2579–2580. https://doi.org/10.1021/acs.oprd.1c00434.

Leech, M. C.; Petti, A.; Tanbouza, N.; Mastrodonato, A.; Goodall, I. C. A.; Ollevier, T.; Dobbs, A. P.; Lam, K. Anodic Oxidation of Aminotetrazoles: A Mild and Safe Route to Isocyanides. Org. Lett. 2021, https://doi.org/10.1021/acs.orglett.1c03475.

Quertenmont, M.; Toussaint, F. C.; Defrance, T.; Lam, K.; Markó, I. E.; Riant, O. Continuous Flow Electrochemical Oxidative Cyclization and Successive Functionalization of 2-Pyrrolidinones. Org. Process Res. Dev. 2021, acs.oprd.1c00188. https://doi.org/10.1021/ACS.OPRD.1C00188.

Carvalho, M.-A.; Demin, S.; Martinez‐Lamenca, C.; Romanov‐Michailidis, F.; Lam, K.; Rombouts, F.; Lecomte, M. Expedient Access to Cyanated N‐Heterocycles by Direct Flow‐Electrochemical C(Sp2)−H Activation. Chem. – A Eur. J. 2021. https://doi.org/10.1002/chem.202103384.

Devonport, J.; Sully, L.; Boudalis, A. K.; Hassell-Hart, S.; Leech, M. C.; Lam, K.; Abdul-Sada, A.; Tizzard, G. J.; Coles, S. J.; Spencer, J.; Vargas, A.; Kostakis, G. E. Room-Temperature Cu(II) Radical-Triggered Alkyne C–H Activation. JACS Au 2021. https://doi.org/10.1021/jacsau.1c00310.

López, E.; van Melis, C.; Martín, R.; Petti, A.; de la Hoz, A.; Díaz-Ortíz, Á.; Dobbs, A. P.; Lam, K.; Alcázar, J. C(Sp3)−C(Sp3) Bond Formation via Electrochemical Alkoxylation and Subsequent Lewis Acid Promoted Reactions. Adv. Synth. Catal. 2021, 363 (19), 4521–4525. https://doi.org/10.1002/adsc.202100749.

Musgrave, R. A.; Russell, A. D.; Gamm, P. R.; Hailes, R. L. N.; Lam, K.; Sparkes, H. A.; Green, J. C.; Geiger, W. E.; Manners, I. Redox Chemistry of Nickelocene-Based Monomers and Polymers. Organometallics 2021. https://doi.org/10.1021/acs.organomet.1c00247.

Petti, A.; Fagnan, C.; Van Melis, C. G. W.; Tanbouza, N.; Garcia, A. D.; Mastrodonato, A.; Leech, M. C.; Goodall, I. C. A.; Dobbs, A. P.; Ollevier, T.; Lam, K. Supporting-Electrolyte-Free Anodic Oxidation of Oxamic Acids into Isocyanates: An Expedient Way to Access Ureas, Carbamates, and Thiocarbamates. Org. Process Res. Dev. 2021. https://doi.org/10.1021/acs.oprd.1c00112.

Sampani, S. I.; Zdorichenko, V.; Devonport, J.; Rossini, G.; Leech, M. C.; Lam, K.; Cox, B.; Abdul-Sada, A.; Vargas, A.; Kostakis, G. E. Structural and Electronic Control of the Bidentate 1-(2-Pyridyl)Benzotriazole Ligand in Copper Chemistry with Application to Catalysis in the A3 Coupling Reaction. Chem. - A Eur. J. 2021, 27 (13), 4394–4400. https://doi.org/10.1002/chem.202004781.

Petti, A.; Natho, P.; Lam, K.; Parsons, P. J.; Natho, P.; Parsons, P. J.; Petti, A.; Lam, K. Regioselective Electrochemical Cyclobutanol Ring Expansion to 1-Tetralones. European J. Org. Chem. 2021, 2021 (5), 854–858. https://doi.org/10.1002/EJOC.202001535.

Tanbouza, N.; Ollevier, T.; Lam, K. Bridging Lab and Industry with Flow Electrochemistry. iScience 2020, 23 (11). https://doi.org/10.1016/j.isci.2020.101720.

Leech, M. C.; Garcia, A. D.; Petti, A.; Dobbs, A. P.; Lam, K. Organic Electrosynthesis: From Academia to Industry. Reaction Chemistry and Engineering. 2020, pp 977–990. https://doi.org/10.1039/d0re00064g.

Garcia, A. D.; Leech, M. C.; Petti, A.; Denis, C.; Goodall, I. C. A.; Dobbs, A. P.; Lam, K. Anodic Oxidation of Dithiane Carboxylic Acids: A Rapid and Mild Way to Access Functionalized Orthoesters. Org. Lett. 2020, 22 (10), 4000–4005. https://doi.org/10.1021/acs.orglett.0c01324.

Quertenmont, M.; Goodall, I.; Lam, K.; Markó, I.; Riant, O. Kolbe Anodic Decarboxylation as a Green Way to Access 2-Pyrrolidinones. Org. Lett. 2020, 22 (5), 1771–1775. https://doi.org/10.1021/acs.orglett.0c00056.

Zeinalipour-Yazdi, C. D.; Lam, K. Linear Correlation of Vertical Ionization Energies and Partial Charges on Acetaldehyde and Methyl Formate Radicals in Various Solvents. Chem. Phys. Lett. 2020, 746. https://doi.org/10.1016/j.cplett.2020.137311.

Leech, M. C.; Lam, K. Electrosynthesis Using Carboxylic Acid Derivatives: New Tricks for Old Reactions. Acc. Chem. Res. 2020, 53 (1), 121–134. https://doi.org/10.1021/acs.accounts.9b00586.

Sampani, S. I.; Zdorichenko, V.; Danopoulou, M.; Leech, M. C.; Lam, K.; Abdul-Sada, A.; Cox, B.; Tizzard, G. J.; Coles, S. J.; Tsipis, A.; Kostakis, G. E. Shedding Light on the Use of Cu(Ii)-Salen Complexes in the A3 Coupling Reaction. Dalt. Trans. 2020, 49 (2), 289–299. https://doi.org/10.1039/c9dt04146j.

Sheridan, M. V; Lam, K.; Sharafi, M.; Schneebeli, S. T.; Geiger, W. E. Anodic Methods for Covalent Attachment of Ethynylferrocenes to Electrode Surfaces: Comparison of Ethynyl Activation Processes. Langmuir 2016, 32 (6), 1645–1657. https://doi.org/10.1021/acs.langmuir.6b00012.

Petti, A.; Leech, M. C.; Garcia, A. D.; Goodall, I. C. A.; Dobbs, A. P.; Lam, K. Economical, Green, and Safe Route Towards Substituted Lactones by Anodic Generation of Oxycarbonyl Radicals. Angew. Chem. Int. Ed. 2019, 58 (45), 16115–16118. https://doi.org/10.1002/anie.201909922.

van Melis, C. G. W.; Penny, M. R.; Garcia, A. D.; Petti, A.; Dobbs, A. P.; Hilton, S. T.; Lam, K. Supporting-Electrolyte-Free Electrochemical Methoxymethylation of Alcohols Using a 3D-Printed Electrosynthesis Continuous Flow Cell System. ChemElectroChem 2019, 6 (16). https://doi.org/10.1002/celc.201900815.

Zaitsev, K. V.; Lam, K.; Poleshchuk, O. K.; Bezzubov, S. I.; Churakov, A. V. Aryl Germanes as Ligands for Transition Polymetallic Complexes: Synthesis, Structure, and Properties. Eur. J. Inorg. Chem. 2019, 2019 (22). https://doi.org/10.1002/ejic.201900316.

Zaitsev, K. V.; Lam, K.; Tafeenko, V. A.; Korlyukov, A. A.; Poleshchuk, O. K. Aryl Oligogermanes as Ligands for Transition Metal Complexes. Eur. J. Inorg. Chem. 2018, 2018 (45), 4911–4924. https://doi.org/10.1002/ejic.201801095.

Ma, X.; Dewez, D. F.; Du, L.; Luo, X.; Markó, I. E.; Lam, K., Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of Cis-Jasmone. 2018, 83 (19), 12044–12055. https://doi.org/10.1021/acs.joc.8b01994.

Luo, X.; Ma, X.; Lebreux, F.; Markó, I. E.; Lam, K. Electrochemical Methoxymethylation of Alcohols-a New, Green and Safe Approach for the Preparation of MOM Ethers and Other Acetals. Chem. Commun. 2018, 54 (71), 9969–9972. https://doi.org/10.1039/c8cc05843a.

Zaitsev, K. V.; Lam, K.; Poleshchuk, O. K.; Kuz’Mina, L. G.; Churakov, A. V. Oligothienyl Catenated Germanes and Silanes: Synthesis, Structure, and Properties. Dalt. Trans. 2018, 47 (15), 5431–5444. https://doi.org/10.1039/c8dt00256h.

Hall, E. A.; Ramsey, J. E.; Peng, Z.; Hayrapetyan, D.; Shkepu, V.; O’Rourke, B.; Geiger, W.; Lam, K.; Verschraegen, C. F. Novel Organometallic Chloroquine Derivative Inhibits Tumor Growth. J. Cell. Biochem. 2018, 119 (7), 5921–5933. https://doi.org/10.1002/jcb.26787.

Zaitsev, K. V.; Kharcheva, A. V.; Lam, K.; Zhanabil, Z.; Issabayeva, G.; Oprunenko, Y. F.; Churakov, A. V.; Zaitseva, G. S.; Karlov, S. S. Donor-Acceptor Molecular Oligogermanes: Novel Properties and Structural Aspects. J. Organomet. Chem. 2018, 867. https://doi.org/10.1016/j.jorganchem.2017.11.029.

Bruggen, J. A.; Feller, K. D.; Schickel, H. I.; Tuleushova, N.; Zhukush, M.; Lam, K.; Barry, B. M.; Kemp, R. A. Synthesis and Characterization of Metal (M =Al or Ga) 2-Phosphino (Phenolate/Benzenethiolate) Complexes and Their Electrochemical Behavior in the Presence of CO2. Main Gr. Chem. 2017, 16 (4), 307–319. https://doi.org/10.3233/MGC-170245.

Hayrapetyan, D.; Shkepu, V.; Seilkhanov, O. T.; Zhanabil, Z.; Lam, K. Electrochemical Synthesis of Phthalides via Anodic Activation of Aromatic Carboxylic Acids. Chem. Commun. 2017, 53 (60), 8451–8454. https://doi.org/10.1039/c7cc03669h.

Lam, K.; Van Wyck, S. J.; Geiger, W. E. One-Electron Oxidation of Chloroquine, Cymanquine, and Related Aminoquinolines in Nonaqueous Media. J. Electroanal. Chem. 2017, 799. https://doi.org/10.1016/j.jelechem.2017.06.041.

Zaitsev, K. V.; Tafeenko, V. A.; Oprunenko, Y. F.; Kharcheva, A. V.; Zhanabil, Z.; Suleimen, Y.; Lam, K.; Zaitsev, V. B.; Zaitseva, A. V.; Zaitseva, G. S.; Karlov, S. S. Molecular Oligogermanes and Related Compounds: Structure, Optical and Semiconductor Properties. Chem. - An Asian J. 2017, 12 (11), 1240–1249. https://doi.org/10.1002/asia.201700151.

Zaitsev, K. V; Lam, K.; Zhanabil, Z.; Suleimen, Y.; Kharcheva, A. V; Tafeenko, V. A.; Oprunenko, Y. F.; Poleshchuk, O. K.; Lermontova, E. K.; Churakov, A. V. Oligogermanes Containing Only Electron-Withdrawing Substituents: Synthesis and Properties. Organometallics 2017, 36 (2), 298–309. https://doi.org/10.1021/acs.organomet.6b00767.

Dickie, D. A.; Chacon, B. E.; Issabekov, A.; Lam, K.; Kemp, R. A. Nickel(II) and Nickel(0) Complexes of Bis(Diisopropylphosphino)Amine: Synthesis, Structure, and Electrochemical Activity. Inorganica Chim. Acta 2016, 453, 42–50. https://doi.org/10.1016/j.ica.2016.07.048.

Lam, K.; Geiger, W. E. Synthesis and Anodic Electrochemistry of Cymanquine and Related Complexes. J. Organomet. Chem. 2016, 817, 15–20. https://doi.org/10.1016/j.jorganchem.2016.05.009.

Stewart, M. P.; Lam, K.; Chong, D.; Geiger, W. E. Electron-Transfer Catalyzed Cycloaddition Reactions of Unactivated Cyclic Olefins in Weakly Coordinating Anion Electrolyte. J. Electroanal. Chem. 2015, 743, 68–77. https://doi.org/10.1016/j.jelechem.2015.02.001.

Sheridan, M. V; Lam, K.; Geiger, W. E. Spontaneous Attachment of Lithium-Activated Ferrocenylalkynes to Carbon and Gold. Electrochem. commun. 2015, 52, 63–66. https://doi.org/10.1016/j.elecom.2015.01.024.

Russell, A. D.; Gilroy, J. B.; Lam, K.; Haddow, M. F.; Harvey, J. N.; Geiger, W. E.; Manners, I. Influence of Cyclopentadienyl Ring-Tilt on Electron-Transfer Reactions: Redox-Induced Reactivity of Strained [2] and [3] Ruthenocenophanes. Chem. - A Eur. J. 2014, 20 (49), 16216–16227. https://doi.org/10.1002/chem.201403512.

Erhard, M.; Lam, K.; Haddow, M.; Whittell, G. R.; Geiger, W. E.; Manners, I. Polyferrocenylsilane Homopolymers and Diblock Copolymers with Pendant Ruthenocenyl Groups by Photocontrolled Ring-Opening Polymerisation. Polym. Chem. 2014, 5 (4), 1264–1274. https://doi.org/10.1039/C3PY01232H.

Sheridan, M. V.; Lam, K.; Geiger, W. E. Covalent Attachment of Porphyrins and Ferrocenes to Electrode Surfaces through Direct Anodic Oxidation of Terminal Ethynyl Groups. Angew. Chem. Int. Ed. 2013, 52 (49), 12897–12900. https://doi.org/10.1002/anie.201307453.

Lam, K.; Geiger, W. E. Anodic Oxidation of Disulfides: Detection and Reactions of Disulfide Radical Cations. J. Org. Chem. 2013, 78 (16), 8020–8027. https://doi.org/10.1021/jo401263z.

Sheridan, M. V.; Lam, K.; Geiger, W. E. An Anodic Method for Covalent Attachment of Molecules to Electrodes through an Ethynyl Linkage. J. Am. Chem. Soc. 2013, 135 (8), 2939–2942. https://doi.org/10.1021/ja312405h.

Russell, A. D.; Gilroy, J. B.; Lam, K.; Haddow, M. F.; Harvey, J. N.; Geiger, W. E.; Manners, I. Metal-Metal Bond Formation between [n]Metallocenophanes: Synthesis and Characterisation of a Dicarba[2]Ruthenocenophanium Dimer. Chem. - A Eur. J. 2012, 18 (26), 8000–8003. https://doi.org/10.1002/chem.201201129.

Lam, K.; Markó, I. E. Electrochemical Deoxygenation of Primary Alcohols. Synlett 2012, 23 (8), 1235–1239. https://doi.org/10.1055/s-0031-1290778.

Lam, K.; Markó, I. E. Novel Electrochemical Deoxygenation Reaction Using Diphenylphosphinates. Org. Lett. 2011, 13 (3), 406–409. https://doi.org/10.1021/ol102714s.

Lam, K.; Markó, I. E. Toluates: Unexpectedly Versatile Reagents. Tetrahedron 2009, 65 (52), 10930–10940. https://doi.org/10.1016/j.tet.2009.09.111.

Lam, K.; Markó, I. E. Chemoselective Chemical and Electrochemical Deprotections of Toluates. Synfacts 2009, 2009 (09), 1023–1023. https://doi.org/10.1055/s-0029-1217695.

Lam, K.; Markó, I. E. Chemoselective Chemical and Electrochemical Deprotections of Aromatic Esters. Org. Lett. 2009, 11 (13), 2752–2755. https://doi.org/10.1021/ol900828x.

Lam, K.; Markó, I. E. Organic Electrosynthesis Using Toluates as Simple and Versatile Radical Precursors. Chem. Commun. 2009, No. 1, 95–97. https://doi.org/10.1039/b813545b.

Lam, K.; Markó, I. E. Using Toluates as Simple and Versatile Radical Precursors. Org. Lett. 2008, 10 (13), 2773–2776. https://doi.org/10.1021/ol800944p.

Book chapters

Lam, K.; Petti A. “Oxidation of Carboxylic acids” in Sustainable and Functional Redox Chemistry Book, Inagi S., Ed.; Royal Society of Chemistry, 2022; ISBN: 978-1-8391-62466

Lam, K.; Leech, M. C.; Lennox, A. J. J., "Natural Products Electrosynthesis" In Science of Synthesis: Electrochemistry in Organic Synthesis, Ackermann, L., Ed.; Thieme: Stuttgart, 2021; Vol. 1, p 435-480. ISBN: 978-3-1324-42122

Lam, K.; Geiger, W. E. “One and Two Electron Transfer Reactions” in Organic Electrochemistry 5th edition, H. Lund and B. Speiser, Ed.; CRC Press, Taylor & Francis, 2015, ISBN: 978-1-4200-8401-6

Patents

2016 WO PCT/US16/12050 “New Compounds and uses thereof for inhibition of cell growth”. Inventors: Kevin Lam, William E. Geiger and Claire Verschraegen.

2015 Provisional “Use of Cymanquine Compounds as Antimalarial Agents”. Inventors: Kevin Lam, William E. Geiger and Lawrence Bergman.

2015 US 62/099,335 “New Compounds and uses thereof for inhibition of cell growth”. Inventors: Kevin Lam, William E. Geiger and Claire Verschraegen.

Publications

Selected Articles

Book chapters

Patents

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