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Prof Charles de Koning

Position: Professor of Organic Chemistry
BSc Hons, PhD (University of Cape Town), FRSSAf, CChem, MRSC
011 717 6724

Research Interests

Professor de Koning’s research focuses on: the development of new routes to synthesize aromatic and heteroaromatic systems, and their applications to the assembly of aromatic natural products, such as cardinalin 3 and anhydrofusarubin. Transition metal-mediated reactions are used for constructing and functionalizing condensed aromatic, heteroaromatic and polyaryl systems, with palladium and ruthenium used extensively in our work. The former metal is used to mediate reactions such as the Suzuki coupling reaction or stereoselective cyclization reactions. While the transition metal ruthenium is used for mediating ring closing metathesis reactions for the assembly of aromatic rings. Recent work has involved the synthesis of aromatic and heteroaromatic systems such as xanthones, imidazo[1,2-a]pyridines and azaindoles for antibacterial, antiparasitic, antifungal and anticancer screening, as well as the synthesis of compounds to facilitate nucleic acid transduction.




The Acid-Catalysed Synthesis of 7-Azaindoles from 3-Alkynyl-2-aminopyridines and their Antimicrobial Activity”, T C Leboho, S F van Vuuren, J P Michael and C B de Koning, Organic & Biomolecular Chemistry, 2014, 12, 307-315.

The Synthesis of the Pyranonaphthoquinones Dehydroherbarin and Anhydrofusarubin Using Wacker Oxidation Methodology as a Key Step and Other Unexpected Oxidation Reactions with Ceric Ammonium Nitrate and Salcomine, A Pillay, A L Rousseau, M A Fernandes and C B de Koning, Organic & Biomolecular Chemistry, 2012, 10, 7809-7819.

6-Substituted Imidazo[1,2-a]pyridines: Synthesis and Biological Activity Against Colon Cancer Cell Lines HT-29 and Caco-2, N Dahan-Farkas, C Langley, A L Rousseau, D B Yadav, H Davids and C B de Koning, European Journal of Medicinal Chemistry, 2011, 46, 4573-4583.

CAN-Mediated Oxidations for the Synthesis of Xanthones and Related Products, M M Johnson, J M Naidoo, E M Mmutlane, M A Fernandes, W A L van Otterlo, C B de Koning, Journal of Organic Chemistry, 2010, 75, 8701-8704.

The Synthesis of Substituted Piperazine-Cholesterol Conjugates for use as Components of Nucleic Acid Transfection Lipoplexes, R Ul Islam, M M Johnson, R Mohammed, J Hean, P Arbuthnot, C B de Koning and W A L van Otterlo, South African Journal of Chemistry, 2010, 63, 88-94.

The Synthesis of 2- and 3-Arylindoles and 1,3,4,5-Tetrahydropyrano[4,3-b]indoles and their Antibacterial and Antifungal activity, T C Leboho, J P Michael, W A L van Otterlo, S F van Vuuren and C B de Koning, Bioorganic & Medicinal Chemistry Letters, 2009, 19, 4948-4951.

Metathesis in the Synthesis of Aromatic Compounds”, W A L van Otterlo and C B de Koning, Chemical Reviews, 2009, 109, 3743-3782 (invited review in thematic issue on carbenes).

Tetralones as Precursors for the Synthesis of 2,2’-Disubstituted 1,1’-binaphthyls and Related Compounds, S S Moleele, J P Michael and C B de Koning, Tetrahedron, 2008, 64, 10573-10580.

Copper(I) iodide-Catalysed Arylation of Acetoacetate to Yield 2-Arylacetic Acid Esters, J G Zeevaart, C J Parkinson and C B de Koning, Tetrahedron Letters, 2007, 48, 3289-3293.

Stereoselective Syntheses of the 2-Isopropenyl-2,3-dihydrobenzofuran Nucleus. Potential Chiral Building Blocks for the Syntheses of Trematone, 4-Hydroxytrematone and Rotenone, S C Pelly, S Govender, M A Fernandes, H-G Schmalz and C B de Koning, Journal of Organic Chemistry, 2007, 72, 2857-2864.

Bidirectional Racemic Synthesis of the Biologically Active Quinone Cardinalin 3, S Govender, E M Mmutlane, W A L van Otterlo and C B de Koning, Organic & Biomolecular Chemistry, 2007, 5, 2433-2440.

The Synthesis of the Dibenzopyrrocoline Alkaloid Skeleton: Indolo[2,1-a]isoquinolines and Related Analogues, A N C Lötter, R Pathak, T S Sello, M A Fernandes, W A L van Otterlo and C B de Koning, Tetrahedron, 2007, 63, 2263-2274.