Van der Eycken, Erik V. - KU Leuven - Department of Chemistry

个人简介

Erik V. Van der Eycken received his PhD degree (1987) in organic chemistry from the University of Ghent, with Professor Maurits Vandewalle. During 1988 to 1992 he worked as a scientific researcher at the R&D laboratories of AGFA-Gevaert, Belgium, and moved back to the University of Ghent in 1992. In 1997 he became a Doctor Assistant at the University of Leuven (KU Leuven). He spent time as a visiting scientist at the University of Graz (C. Oliver Kappe), at The Scripps Research Institute (K. Barry Sharpless), and at Uppsala University (Mats Larhed, Anders Hallberg). He was appointed Professor at the University of Leuven (KU Leuven) in 2007.

研究领域

C-H Activation Direct C-H bond functionalization of heteroarenes promoted by transition metals is a valuable tool for the facile synthesis of diversified organic molecules. We developed a series of methods to directly realize the installation of various substituents on azoles. Flow Chemistry utilizing Supported Gold Nanoparticles A packed-bed reactor filled with gold nanoparticles supported on mesoporous silica enables us to convert sterically demanding Ugi adducts into complex fused systems. Flow Chemistry opens the path for sustainable processes and recycling of the catalyst. Microwave Assisted Utilization of Supported metal Nanoparticles It is well known that metal nanoparticles can exhibit catalytic activity. Reasons can be found in their large surface area but also and mainly in specific relativistic effects which occur in metal clusters of certain size. The catalytic activity such as for gold can be utilized in organic transformations. In those cases no classical ligands such as PPh3-, iPr- etc. are necessary. This makes the process cheaper and the handling more convenient. The use of microwave as method of heating enables us to work far above the standard boiling point of solvents. We can convert complex Ugi-adducts into highly interesting structures with high yields. The catalyst usually can be recycled. Structural Complexity and Diversity The use of multi component reactions (MCRs) such as the Ugi-4CR enables us to generate compounds focussing strongly on diversification aspects. The obtained Ugi-adducts are subjected to post-Ugi transformations, in which a variety of catalysts is usually employed giving each different products. Biofilm Inhibitors Bacteria exposed to stress such as antibiotic treatment will form a surface associated colony encapsulated in a matrix called biofilm. The biofilm is responsible for the resistance against antibiotics. Once a biofilm is established there is hitherto no efficient method available which is able to extinguish the bacterial colony.

近期论文

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"Synthesis of spiroindolenines by intramolecular ipsoiodocyclization of indol ynones", Pavel Fedoseev, Guglielmo Coppola, Gerardo M. Ojeda and Erik V. Van der Eycken*, Chemical Communications, 2018, doi: 10.1039/C8CC01474D "Enhancing the anti-biofilm activity of 5-aryl-2-aminoimidazoles through nature inspired dimerisation", Tran Thi Thu Trang, Lise Dieltjens, Geert Hooyberghs, Kai Waldrant, Denis S. Ermolat’ev, Erik V. Van der Eycken* and Hans P.L. Steenackers*, Bioorganic & Medicinal Chemistry, 2018, doi:10.1016/j.bmc.2018.01.005 "A Gold-Catalyzed Domino Cyclization Enabling Rapid Construction of Diverse Polyheterocyclic Frameworks", He, Y., Li, Z.*, Van Meervelt, L., Van der Eycken, E.*, Angewandte Chemie, 57 (1), 2018, pp. 272-276, doi: 10.1002/anie.201710592 "A Lewis Base Catalysis Approach for the Photoredox Activation of Boronic Acids and Esters", Lima, F., Sharma U.K., Grunenberg L., Saha, D., Johannsen, S., Sedelmeier, J., Van der Eycken, E.V.* and Steven V. Ley*, Angewandte Chemie, 56 (47), 2017, pp. 15136–15140, doi: 10.1002/anie.201709690 (in collaboration with Cambridge University) "Rhodium(III)-Catalyzed Intramolecular Annulation through C-H Activation: Concise Synthesis of Rosettacin and Oxypalmatime", Song, L., Tian, G., He, Y. and Van der Eycken, E., Chemical Communications, 53, 2017, pp.12394-12397, doi: 10.1039/C7CC06860C "Diversity-oriented synthesis of 1,3-benzodiazepines", Wang G., Liu C., Li B., Wang Y., Van Hecke K., Van der Eycken E., Pereshivko O., Peshkov V., Tetrahedron, 73 (44), 2017, pp. 6372-6380, doi: 10.1016/j.tet.2017.09.034 "Direct C-2 acylation of indoles with toluene derivatives via Pd(II)-catalyzed C–H activation", Zhao, Y., Sharma, U., Schrӧder, F., Sharma, N.*, Song, G., Van der Eycken, E., RSC Advances, vol. 7, 2017, pp. 32559-32563 . doi: 10.1039/C7RA06004A "Gold-catalyzed diastereoselective domino dearomatization/ipso-cyclization/aza-Michael sequence: A facile access to diverse fused azaspiro tetracyclic scaffolds", He, Y., Li, Z., Tian, G., Song, L., Van Meervelt, L., Van der Eycken, E., Chemical Communications, vol. 53, 2017, pp. 6413-6416. doi: 10.1039/C7CC03152A "Temperature switchable Brønsted acid-promoted selective syntheses of spiro-indolenines and quinolines", Fedoseev, P., Van der Eycken, E., Chemical Communications, vol. 53, 2017, pp. 7732-7735 . doi: 10.1039/C7CC02580G "Smart Metal-Organic Framework Coatings: Triggered Antibiofilm Compound Release", Claes, B., Boudewijns, T., Muchez, L., Hooyberghs, G., Van der Eycken, E., Vanderleyden, J., Steenackers, H., De Vos, D., ACS Applied Materials and Interfaces, vol. 9 (5), 2017, pp. 4440–4449. doi: 10.1021/acsami.6b14152 "Merger of visible light photoredox catalysis and C–H activation for the room temperature C-2 acylation of indoles in batch and flow", Sharma, U., Gemoets, H., Schröder, F., Noël, T., Van der Eycken, E., ACS Catalysis, vol. 7 (6), 2017, pp. 3818–3823. doi: 10.1021/acscatal.7b00840 "Hypervalent Iodine(III)-Mediated Cascade Cyclization of Propargylguanidines and Total Syntheses of Kealiinine B and C", Tian, G., Fedoseev, P., Van der Eycken, E., Chemistry - a European Journal, vol. 23 (22), 2017, pp. 5224–5227. doi: 10.1002/chem.201700934 "Copper-Catalyzed Multicomponent Reactions: Synthesis of Fused 1,2,3-triazolo-1,3,6-triazonines", Peringer, F., Edmilson R. do nascimento, J., Abib, P., Barcellos, T., Van der Eycken, E., Perin, G., Jacob, R., Alves, D., European Journal of Organic Chemistry, vol. 2017 (18), 2017, pp. 2579–2586. doi: 10.1002/ejoc.201700170 "Ugi Reaction Followed by Intramolecular Diels-Alder Reaction and Elimination of HCl: One-Pot Approach to Arene-Fused Isoindolinones" Huang J., Du X., Van Hecke K., Van der Eycken E., Pereshivko O., Peshkov V., European Journal of Organic Chemistry, 30, 2017, 4379-4388. doi: 10.1002/ejoc.201700747 "Ruthenium-catalysed one-pot regio- and diastereoselective synthesis of pyrrolo[1,2-a]indoles via cascade C-H functionalization/annulation", Singh S., Butani H., Vachhani D., Shah A., Van der Eycken E. Chemical Communications, 53, 2017, 10812-10815. doi: 10.1039/C7CC06276A "Polysubstituted 2-aminoimidazoles as anti-biofilm and antiproliferative agents: Discovery of potent lead". Gill R., Kumar V., Robijns S., Steenackers H., Van der Eycken E., Bariwal J., European Journal of Medicinal Chemistry, 138, 2017, pp. 152-169. doi: 10.1016/j.ejmech.2017.06.043 "Facile, catalyst-free, microwave-assisted access toward the synthesis of 2-aryl/alkyl-3-(1H-benzo[d]imidazol-2-yl)-2, 3-dihydroquinazolin-4(1H)-ones". Kumar P., Matta A., Singh S., Van der Eycken J., Len C., Parmar V., Van der Eycken E., Singh B., Synthetic Communications, 47 (8), 2017, 756-763. doi: 10.1080/00397911.2016.1277761 "New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized". Murlykina M., Kornet M., Desenko S., Shishkina S., Shishkin O., Brazhko A., Musatov V., Van der Eycken E., Chebanov V. Beilstein Journal of Organic Chemistry, 13, 2017, pp. 1050-1063. doi: 10.3762/bjoc.13.104 "Cerium(IV) ammonium nitrate for the tandem nitration and oxidative rearrangement of 2-acetyl-1-naphthol benzoylhydrazones into 1,2-diacylnaphthalenes; synthesis of benzo[f]phthalazines", Tzinavou A., Dolka C., Tsoungas P., Van der Eycken E., Van Meervelt L., Varvounis G., Arkivoc, 3, 2017, pp. 41-54. doi: 10.3998/ark.5550190.0018.300 "Synthesis of Thiazolidine-2-thiones via One-Pot A3-coupling / Carbon Disulfide Incorporation Process", Nechaev, A., Peshkov, A., Van Hecke, K., Peshkov, V., Van der Eycken, E., European Journal of Organic Chemistry, 2017, pp. 1063-1069. doi: 10.1002/ejoc.201601103