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Laboratory of instrumental analysis
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VĚDECKÉ ZAMĚŘENÍ ÚSTAVU

Vědeckovýzkumná činnost ústavu je zaměřena do následujících oblastí:
 syntéza heterocyklických sloučenin s chinolinovým jádrem a studium jejich reaktivity
 příprava a reakce derivátů adamantanu
 příprava a aplikace monoacylglycerolů

Ústav je zapojen do činnosti v rámci:
 České chemické společnosti
 International Society of Heterocyclic Chemistry
 České společnosti průmyslové chemie

Spolupráce s tuzemskými institucemi:
 Přírodovědecká fakulta UP v Olomouci
 Přírodovědecká fakulta MU v Brně
 Fakulta chemické technologie Univerzity Pardubice
 Výzkumný ústav organických syntéz, a.s., Pardubice-Rybitví

Spolupráce se zahraničními institucemi:
 Fakulta chemie a chemické technologie, Univerzita Ljubljana, Slovinsko
 Fakulta chemie, Univerzita Graz, Rakousko

PROJEKTY A VÝZKUMNÉ ZÁMĚRY



PUBLIKAČNÍ ČINNOST ÚSTAVU ZA POSLEDNÍCH 5 LET

Články ve vědeckých zahraničních časopisech:

KLÁSEK, A., MRKVIČKA, V., PEVEC, A., KOŠMRLJ, J.: Novel Tandem Hydration/Cyclodehydration of a-Thiocyanatoketones to 2-Oxo-3-thiazolines. Application to Thiazolo[5,4-c]quinoline-2,4(3aH,5H)-dione Synthesis. J. Org. Chem. 69, 5646-5651 (2004).

KLÁSEK, A., LYČKA, A., HOLČAPEK, M., HOZA, I.: Reaction of 3-Amino-1H,3H-quinoline-2,4-diones with Nitrourea. Synthetic Route to Novel 3-Ureidoquinoline-2,4-diones and Imidazo[4,5-c]quinoline-2,4-diones. Tetrahedron 60, 9953-9961 (2004).

JANIŠ, R., KLÁSEK, A., KREJČÍ, J., BOBÁLOVÁ, J.: Influence of Some Chromium Complexes on the Conversion Rate of Glycidol - Fatty Acid Reaction. Tenside Surf. Det. 42, 44-48 (2005).

PALETA, O., POMEISL, K., KAFKA, S., KLÁSEK, A., KUBELKA, V.: New modification of the Perkow reaction: halocarboxylate anions as leasing groups in 3-acyloxyquinoline-2,4(1H,3H)-dione compounds. Beilstein J. Org. Chem. 2005, 1:17.

Vícha, Robert - Potáček, Milan: Influence of Catalytic System Composition on Formation of Adamantane Containing Ketones, Tetrahedron 2005, 61, 83-88.

R. Vícha, M. Nečas, M. Potáček: Preparation of 1-Adamantyl Ketones: Structure, Mechanism of Formation and Biological Activity of Potential By-Products Collect. Czech. Chem. Commun. 2006, 71, 709-722.

KLÁSEK, A., LYČKA, A., HOLČAPEK, M., HOZA, I. Reaction of 3-Aminoquinoline-2,4-diones with Isocyanates. Synthesis of Novel 3-(3´-Alkyl/arylureido)quinoline-2,4-diones and Their Cyclic Carbinolamide Isomers. J. Heterocyclic Chem. 2006, 43, 203-211.

JANIŠ, R., KLÁSEK, A., BOBÁLOVÁ, J. Chromium(III) Acetáte Hydroxide - an Efficient Catalyst for Preparation of 1-Monoacylglycerols by the Glycidol - Fatty Acid Reaction. J. Food Lipids 2006, 13, 199-209.

KLÁSEK, A., LYČKA, A., HOLČAPEK, M., KOVÁŘ, M., HOZA, I. Molecular rearrangement of 1-Substituted 3-Aminoquinoline-2,4-diones in Their Reaction with with Urea and Nitrourea. Synthesis amd Transformations of Reaction Intermediates. J. Heterocyclic Chem. 2006, 43, 1251-1260.

KAFKA, S., AIGNER, R., KAPPE, T.: Reaction of Malonates with Camphoranile. Synthesis of 4-Hydroxy-2-pyridones attached to the Bornane Ring System. J. Heterocycl. Chem. 2006, 43, 1105-1109.

POŽGAN F., KAFKA S., POLANC S., KOČEVAR M.: Pyran-2-ones as Synthons for Pyridazine-3-carboxylic Derivatives. Oxidation of Nitrogen-rich Compounds. Heterocycles 2006, 70(1), 235-248, ISSN 0385-5414.

T. Václavková, J. Růžička, M. Julinová, R. Vícha, M. Koutný: Novel aspects of symbiotic (polyvinyl alcohol) biodegradation Applied Microbiology and Biotechnology, 2007, 76, 911-917.

Košmrlj J., Kafka S., Leban I., Grad M.: Formation and structure elucidation of two novel spiro[2H-indol]-3(1H)-ones. Magn. Reson. Chem. 45 (9), 2007, 700-704, ISSN 0749-1581.

BEDNAŘÍK, V. VONDRUŠKA, M., PRUCKOVÁ, Z., KOUTNÝ, M.: Disposal of Waste Liquor from 2,5-dichlorodisulfanic Acid Production. Environmental Technology, 2007, 28, 1237-1243.

Klásek A., Lyčka A., Holčapek M.: Molecular rearrangement of 1-substituted 9b-hydroxy-3,3a,5,9b-tetrahydro-1H-imidazo[4,5-c]quinoline-2,4-diones - an unexpected pathway to new indole and imidazolinone derivatives. Tetrahedron 63, 7059-7069 (2007). doi: 10.1016/j.tet.2007.05.012.

Pomeisl K., Kvíčala J., Paleta O., Klásek A., Kafka S., Kubelka V., Havlíček J., Čejka J.: Limitations of the Wittig-Horner-type annulation of fluorobutenolide moiety to 3-hydroxyquinoline-2,4(2H,3H)-diones. Novel modification of the Perkow reaction including fluorinated acyloxy leaving groups. Tetrahedron 63, 10549-10561 (2007). doi: 10.1016/j.tet.2007.07.058.

Kafka S., Košmrlj J., Klásek A., Pevec A.: Rearrangement of furo[2,3-c]quinoline-2,4(3aH,5H)-diones to furo[3,4-c]quinoline-3,4(1H,5H)-diones. Tetrahedron Letters 49, 90-93 (2008), doi: 10.1016/j.tetlet.2007.211.010.

Klásek A., Lyčka A., Holčapek M., Hoza I.: New Approaches to the Synthesis of 4-(2-Aminophenyl)imidazolin-2-ones and 3-Ureidoindoles and a Study of Their Interconversion. Helv. Chim. Acta 91, (2), 354-370 (2008).

Kafka S., Klásek A., Polis J., Rosenbreierová V., Palík C., Mrkvička V., Košmrlj J.: The First Entry to Pyrrolo[2,3-c]quinoline-2,4(3aH,5H)-diones. Tetrahedron 64, 4387-4402 (2008), doi: 10.1016/j.tet.2008.02.063.

Mrkvička V., Klásek A., Kimmel R., Pevec A., Košmrlj J.: Thermal reaction of 3aH,5H-thiazolo[5,4-c]quinoline-2,4-diones - an easy pathway to 4-amino-1H-quinolin-2-ones and novel 6H-thiazolo[3,4-c]quinazoline-3,5-diones. Arkivoc 2008, (xiv), 289-302.

Klásek A., Lyčka A., Mikšík I., Růžička A.: Molecular rearrangement of 9b-hydroxy-imidazo[4,5-c]quinoline-2,4-diones - a convenient pathway to spiro imidazolidine oxindole derivatives. Helv. Chim. Acta. 92, 689-708 (2009), doi: 10.1002/hlca.200800338.

Klásek A., Mrkvička V., Lyčka A., Mikšík I., Růžička A.: Reaction of 1-substituted 3-aminoquinoline-2,4-diones with isothiocyanates. An easy pathway to generate novel 2-thioxo-10H-spiro[imidazoline-5,30-indole]-2,2´-diones. Tetrahedron 65, 4908-4916 (2009), doi: 10.1016/j.tet.2009.04.009.

R. Vícha, I. Kuřitka, M. Rouchal, V. Ježková, A. Zierhut: Directing effects in nitration of 1-adamantyl bearing aromatic ketones ARKIVOC, 2009, in print.

N. Mahmoodi, M. Nečas, R. Vícha: 3-(1-Adamantylamino)-3-methyl-1-phenylquinoline-2,4(1H,3H)-dione Acta Crystallographica, 2009, E65, o1866.

M. Rouchal, M. Nečas, R. Vícha: 4-(1-adamantylmethyl)-N-(2-chloro-9-isopropyl-9H-purin-6-yl)aniline Acta Crystallographica, 2009, E65, o1675.

R. Vícha, M. Nečas, Z. Kozubková, M. Potáček: 1-(1-Adamantylamino)ethylideneoxonium methansulphonate Acta Crystallographica, 2009, E65, o1307.

M. Rouchal, M. Nečas, R. Vícha: (1-Adamantyl)-{4-[(2-chloro-9-isopropyl-9H-purin-6-ylamino)methyl]-phenyl}methanone trichloromethane solvate Acta Crystallographica, 2009, E65, o1268.

E. Babjaková, M. Nečas, R. Vícha: 3-(1-adamantyl)-6-methyl-3-(3-methylbenzyl)isochroman-1-one Acta Crystallographica, 2009, E65, o1190.

M. Rouchal, M. Nečas, R. Vícha: 1-adamantyl-(4-aminophenyl)methanol Acta Crystallographica, 2009, E65, o1018.

M. Rouchal, M. Nečas, F. Carvalho, R. Vícha: 1-{4-[(2-chloro-9-isopropyl-9H-purin-6-ylamino)methyl]phenyl}-2-(1-adamantyl)ethanone Acta Crystallographica, 2009, E65, o298-o299.

Prezentace na významných mezinárodních konferencích:

KLÁSEK, A., MRKVIČKA, V., KOŠMRLJ, J.: Tandem Hydration/Dehydration of 3-Thiocyanato-1H,3H-quinoline-2,4-diones. In: Book of Abstracts of International Symposium on Advances in Synthetic, Combinatorial and Medicinal Chemistry. Moscow, 5.-8. 5. 2004, p. P101.

KLÁSEK, A., MRKVIČKA, V., KOŠMRLJ, J.: Thermal Rearrangement of 3aH,5H-Thiazolo[5,4-c]quinoline-2,4-diones and 3-Carbamoylsulfanyl-1H,3H-quinoline-2,4-diones. In: Book of Abstracts of International Symposium on Advances in Synthetic, Combinatorial and Medicinal Chemistry. Moscow, 5.-8. 5. 2004, p. P144.

KLÁSEK, A., LYČKA, A., HOLČAPEK, M.: Reaction of 3-Alkyl/Aryl-3-aminoquinoline-2,4(1H,3H)-diones with Nitrourea. In: Book of Abstracts of XXI. European Colloquium on Heterocyclic Chemistry. Sopron, 12.-15. 9. 2004, p. 111.

KAFKA, S., KLÁSEK, A., PEVEC, A., KOŠMRLJ, J.: Rearrangement of furo[2,3-c]quinoline-2,4(3aH,5H)-diones to furo[2,3-c]quinoline-344(1H,5H)-diones. In: Book of Abstracts of 14th European Symposium on Organic Chemistry, Helsinki, 4.-8. 7. 2005, p.158.

KLÁSEK, A., LYČKA, A., HOLČAPEK, M.: Synthesis and Molecular Rearrangement of Some 3-Ureidoquinoline-2,4-diones and Imidazo[4,5-c]quinoline-2,4-diones. In: Book of Abstracts of 20th International Congress of Heterocyclic Chemistry, Palermo, 31.7.-5.8. 2005, p. 1-PO5.

KOŠMRLJ, J., KAFKA, S., GRAD, M., LEBAN, I., KLÁSEK, A.: Novel Spiro[2H-indol]3-(H)-ones from Quinolinediones. In: Book of Abstracts of 11th Blue Danube Symposium on Heterocyclic Chemistry, Brno, 29.8.-1.9. 2005, p. PO-51.

MRKVIČKA, V., KLÁSEK, A., KOŠMRLJ, J.: Thermal induced molecular rearrangement of 3a-alkyl/aryl-3aH,5H-thiazolo[5,4-c]quinoline-2,4-diones and 3-alkyl/aryl-3-carbamoylsulfanyl-1H,3H-quinoline-2,4-diones. Preparation of novel 1-alkyl/aryl-6H-thiazolo[3,4-c]quinazoline-3,5-diones. In: Book of Abstracts of 11th Blue Danube Symposium on Heterocyclic Chemistry, Brno, 29.8.-1.9. 2005, p. PO-66.

JANIŠ, R., BOBÁLOVÁ, J., KREJČÍ, J., KLÁSEK, A.: Microscopic Study of Monoacylglycerols Applied to the Surfaře of Planar Materials. In: The 23rd Nordic Lipid Symposium, June 1-4, 2005, Reykjavik, p. 60.

JANIŠ, R., BOBÁLOVÁ, J., KREJČÍ, J., KLÁSEK, A.: Monoacylglycerols as Microbial Treatment in Shoemaking Industry. In: The 23rd Nordic Lipid Symposium, June 1-4, 2005, Reykjavik, p. 61.

MRKVIČKA, V., KLÁSEK, A., KOŠMRLJ, J.: Preparation of Thiazolo[5,4-c]quinoline-2,4-diones and Thiazolo[3,4-c]quinazoline-3,5-diones. In: Book of Abstracts of 7th Annual Florida Heterocyclic Conference, March 12-15th,2006, Gainesville, FL, p. 51.

KLÁSEK, A., LYČKA, A., HOLČAPEK, M.: Molecular Rearrangement of Imidazo[4,5-c]quinoline-2,4-diones. In: Book of Abstracts of 7th Annual Florida Heterocyclic Conference, March 12-15th, 2006, Gainesville, FL, p. 52.

Vícha, Robert - Ježková Veronika: Novel Adamantane Bearing Building Blocks for Drug Modification, Egyptian First International Conference in Chemistry, Sharm El-Sheikh 2006, A-49, 172.

Mrkvička V., Klásek A., Košmrlj J.: Preparation of Thiazolo[5,4-c]quinoline-2,4-diones and Thiazolo[3,4-c]quinazoline-3,5-diones. In: Book of Abstracts of 7th Annual Florida Heterocyclic Conference, March 12-15th, 2006, Gainesville, FL, p. 51.

Klásek A., Lyčka A., Holčapek M.: Molecular Rearrangement of Imidazo[4,5-c]quinoline-2,4-diones. In: Book of Abstracts of 7th Annual Florida Heterocyclic Conference, March 12-15th, 2006, Gainesville, FL, p. 52.

Klásek A., Lyčka A., Holčapek M.: Molecular Rearrangement of 1-Substituted 9b-hydroxy-3,3a,5,9b-tetrahydro-1H-imidazo[4,5-c]quinoline-2,4-diones. 21st International Congress for Heterocyclic Chemistry, July 15-20th, 2007, Sydney, p. MP59.

Mrkvička V., Klásek A., Pastorek M., Plháková V., Košmrlj J.: Synthesis of New 1H,5H-Thiazolo[5,4-c]quinoline-2,4-diones. 21st International Congress for Heterocyclic Chemistry, July 15-20th, 2007, Sydney, p. TP79.

Lyčka A., Klásek A.: NMR Study of rearrangement of imidazo[4,5-c]quinoline-2,4-dione. XVth European Symposium on Organic Chemistry, Dublin, Ireland, 7. - 14.7.2007, P-188.

Lyčka A., Klásek A.: NMR study of rearrangements of imidazo[4,5-c]quinolin-2,4-diones. 22nd NMR Valtice, ČR, 15.-18.4.2007.

Lyčka A., Klásek A., Holčapek M.: Přesmyky 1-subst. 9b-hydroxy-3,3a,5,9b-tetrahydro-1H-imidazo[4,5-c]chinolin-2,4-dionů. Neočekávaná cesta k novým indolovým a imidazolinonovým derivátům, 59.Zjazd chemikov, Tatranské Matliare, Slovensko, 2.-6.9.2007. 3Po-Ut1.

Klásek A., Lyčka A., Mikšík I.: Molecular Rearrangement of. 9b-hydroxy-imidazo[4,5-c]quinolione-2,4-diones - an easy pathway to spiroindolinones. Ninth Tetrahedron Symposium - Challenges in Organic and Bioorganic Chemistry, July 22-25th, 2008, Berkeley, Ca., USA, p. P2.10.

Mrkvička V., Klásek A., Košmrlj J.: Preparation of thiazolo[5,4-c]quinoline-2,4-diones and thiazolo[3,4-c]quinazoline-3,5-diones. Ninth Tetrahedron Symposium - Challenges in Organic and Bioorganic Chemistry, July 22-25th, 2008, Berkeley, Ca., USA, p. P2.11.

Lyčka A., Klásek A., Růžička A., Mikšík I.: Rearrangement of 9b-hydroxy-imidazo[4,5-c]quinoline-2,4-diones to spiroindolinones. Book of Abstracts of 23rd NMR Valtice, April 20-23rd, 2008, Valtice, p. C-11.

Lyčka A., Klásek A., Růžička A., Mikšík I.: Rearrangement of 9b-hydroxy-imidazo[4,5-c]quinoline-2,4-diones to spiroindolinones. Book of Abstracts of 11th Belgian Organic Synthesis Symposium, July 13-18th, 2008, Ghent, Belgium, p.P-28.

Klásek A., Mrkvička V., Lyčka A., Mikšík I. Růžička A.: Synthesis of novel 2-thioxo-1H´-spiro[imidazoline-5,3´-indole]-2,2´-diones. Book of Abstracts of 22nd International Congress on Heterocyclic Chemistry, August 2.-7, 2009, St. John´s, Newfoundland, Canada, p. 144.

Mrkvička V., Lyčka A., Rudolf O., Klásek A: Reaction of 3-amino-1H,3H-quinoline-2,4-diones with thiourea and potassium thiocyanate. Book of Abstracts of 22nd International Congress on Heterocyclic Chemistry, August 2.-7, 2009, St. John´s, Newfoundland, Canada, p. 164.

Klásek A., Lyčka A: Non-traditional synthesis of novel heterocyclic compounds. Book of Abstracts of 22nd International Congress on Heterocyclic Chemistry, August 2.-7, 2009, St. John´s, Newfoundland, Canada, p. 91.