Collect. Czech. Chem. Commun. 1994, 59, 2650-2662
https://doi.org/10.1135/cccc19942650

[3,3]- Versus [1,3]-Sigmatropic Rearrangement of O-Substituted Allyl N-Acylmonothiocarbamates

Vlastimír Ficeri, Peter Kutschy, Milan Dzurilla and Ján Imrich

Department of Organic Chemistry, P. J. Šafárik University, 041 67 Košice, Slovak Republic

Individual author index pages


Other CCCC articles of these authors

  • Peter Kutschy*, Andrej Sýkora, Zuzana Čurillová, Mária Repovská, Martina Pilátová, Ján Mojžiš, Roman Mezencev, Pavel Pazdera and Tatiana Hromjáková
    Glyoxyl analogs of indole phytoalexins: Synthesis and anticancer activity
    2010, Vol. 75, Issue 8, pp. 887–903 [Abstract]
  • Ladislav Janovec, Stanislav Böhm, Ivan Danihel, Ján Imrich*, Pavol Kristian and Karel D. Klika
    Theoretical Confirmation of the Reaction Mechanism Leading to Regioselective Formation of Thiazolidin-4-one from Bromoacetic Acid Derivatives
    2007, Vol. 72, Issue 10, pp. 1435–1445 [Abstract]
  • Jana Tomaščiková, Ján Imrich*, Ivan Danihel, Stanislav Böhm and Pavol Kristian
    Heterocyclization of (Acridin-9-yl)thiosemicarbazides with Dimethyl Acetylenedicarboxylate
    2007, Vol. 72, Issue 3, pp. 347–362 [Abstract]
  • Martin Humeník*, Peter Kutschy, Vladimír Kováčik and Slávka Bekešová
    1,2-Anhydrosaccharides and 1,2-Cyclic Sulfites as Saccharide Donors in Convergent Synthesis of Glucopyranosyl-, Mannopyranosyl- and Ribofuranosylbenzocamalexin
    2005, Vol. 70, Issue 4, pp. 487–506 [Abstract]
  • Martin Humeník*, Peter Kutschy, Katarína Valková, Branislav Horváth, Vladimír Kováčik and Slávka Bekešová
    Synthesis of β-D-Glucopyranosides of 6-Substituted 2-(Indol-3-yl)benzothiazoles
    2005, Vol. 70, Issue 1, pp. 72–84 [Abstract]
  • Martin Humeník*, Milan Dzurilla, Peter Kutschy, Eva Solčániová, Vladimír Kováčik and Slávka Bekešová
    Synthesis of 1-Glycosyl Derivatives of Benzocamalexin
    2004, Vol. 69, Issue 8, pp. 1657–1674 [Abstract]
  • Peter Kutschy*, Marian Sabol, Renata Marušková, Zuzana Čurillová, Milan Dzurilla, Imrich Géci, Juraj Alföldi and Vladimír Kováčik
    A Linear Synthesis of 1-(β-D-Glucopyranosyl)brassinin, -brassenin A, -brassenin B and 9-(β-D-Glucopyranosyl)cyclobrassinin
    2004, Vol. 69, Issue 4, pp. 850–866 [Abstract]
  • Juraj Bernát, Eva Balentová, Pavol Kristian*, Ján Imrich, Erik Sedlák, Ivan Danihel, Stanislav Böhm, Naďa Prónayová, Kalevi Pihlaja and Karel D. Klika
    Methylation of Acridin-9-ylthioureas. Structure, Fluorescence and Biological Properties of Products
    2004, Vol. 69, Issue 4, pp. 833–849 [Abstract]
  • Janka Záletová, Milan Dzurilla, Peter Kutschy*, Pavel Pazdera, Vladimír Kováčik, Juraj Aldölfi and Slávka Bekešová
    Synthesis of 4,6-Disubstituted-2-(1H-indol-3-yl)benzothiazoles
    2004, Vol. 69, Issue 2, pp. 453–460 [Abstract]
  • Ladislav Janovec, Gejza Suchár, Ján Imrich, Pavol Kristian*, Vlasta Sasinková, Juraj Alföldi and Erik Sedlák
    9-Isothiocyanatoanthracene as a Versatile Starting Compound in the Chemistry of Anthracen-9-yl Derivatives
    2002, Vol. 67, Issue 5, pp. 665–678 [Abstract]
  • Peter Kutschy*, Mojmír Suchý, Milan Dzurilla, Mitsuo Takasugi and Vladimír Kováčik
    A New Approach to Imidazo[1,5-a]indole Derivatives
    2000, Vol. 65, Issue 7, pp. 1163–1172 [Abstract]
  • Peter Kutschy*, Mojmír Suchý, Milan Dzurilla, Pavel Pazdera, Mitsuo Takasugi and Vladimír Kováčik
    Spirocyclization of Isatin with Chiral α-Aminothiols: Diastereoselective Synthesis of (-)- and (+)-4'-(Methoxycarbonyl)spiro[indoline-3,2'-thiazolidin]-2-one
    2000, Vol. 65, Issue 3, pp. 425–433 [Abstract]
  • Milan Dzurilla*, Martin Ružinský, Peter Kutschy, Jalpa P. Tewari and Vladimír Kováčik
    Application of 2-Substituted Ethyl Isothiocyanates and 2-Aminothiols in the Synthesis of the Analogs of Indole Phytoalexin Camalexin
    1999, Vol. 64, Issue 9, pp. 1448–1456 [Abstract]
  • Peter Kutschy*, Milan Dzurilla, Mitsuo Takasugi and Adriana Sabová
    Synthesis of Some Analogs of Indole Phytoalexins Brassinin and Methoxybrassenin B and Their Positional Isomers
    1999, Vol. 64, Issue 2, pp. 348–362 [Abstract]
  • Ivan Danihel, Kalevi Pihlaja, Ján Imrich, Gejza Suchár, Pavol Kristian, Stanislav Böhm and Slávka Hočová
    Configuration and Conformation Study of S-Allyl O-Methyl N-(2- and 4-Substituted Acridin-9-yl)thiocarbonimidates in Relation to Their [3,3] Sigmatropic Rearrangement
    1998, Vol. 63, Issue 3, pp. 387–393 [Abstract]
  • Milan Dzurilla, Peter Kutschy, Jalpa P. Tewari, Martin Ružinský, Stanislav Šenvický and Vladimír Kováčik
    Synthesis and Antifungal Activity of New Indolylthiazinone Derivatives
    1998, Vol. 63, Issue 1, pp. 94–102 [Abstract]
  • Juraj Bernát, Pavol Kristian, Jana Guspanová, Ján Imrich and Tatiana Bušová
    A Convenient One-Pot Synthesis of α-Isothiocyanatoethers and Unusual Course of Some of Its Nucleophilic Displacement Reactions
    1997, Vol. 62, Issue 9, pp. 1491–1496 [Abstract]
  • Oľga Hritzová, Gejza Suchár, Ivan Danihel and Peter Kutschy
    Solvent Effect on the Structure and Infrared Spectra of N-(3-Chloro-2-benzo[b]thienocarbonyl)-N'-ethylthiourea
    1996, Vol. 61, Issue 11, pp. 1620–1626 [Abstract]
  • Ján Imrich, Juraj Bernát, Pavol Kristian, Tatiana Bušová and Slávka Hočová
    Reaction of O-Alkyl-N-substituted Iminothiocarbonates with Bromoacetyl Bromide. A General Method for the Synthesis of 3-Substituted 1,3-Thiazolidine-2,4-diones
    1996, Vol. 61, Issue 3, pp. 432–436 [Abstract]
  • Milan Dzurilla, Peter Kutschy, Ján Imrich and Stanislav Brtoš
    Hugershoff Reaction of N-1- or N-2-Naphthoyl-N'-monosubstituted and N',N'-Disubstituted Thiourea Derivatives
    1994, Vol. 59, Issue 12, pp. 2663–2676 [Abstract]
  • Dana Mazagová, Pavol Kristian, Gejza Suchár, Ján Imrich and Marián Antalík
    Kinetics of Reactions of 9-Isothiocyanatoacridine with Aromatic and Aliphatic Amines and Fluorescence Properties of the 1-Acridin-9-yl-3-alkyl(aryl)thioureas Obtained
    1994, Vol. 59, Issue 12, pp. 2632–2640 [Abstract]
  • Ivan Danihel, Ján Imrich, Pavol Kristian, Tibor Liptaj and Dana Mazagová
    An Analysis of Substituent Effects on the Proton and Carbon-13 Chemical Shifts of 2-Substituted 9-Isothiocyanatoacridines
    1994, Vol. 59, Issue 8, pp. 1833–1840 [Abstract]
  • Danica Sabolová, Dana Mazagová, Pavol Kristian, Marián Antalík, Dušan Podhradský and Ján Imrich
    Fluorescence Reagents for Labelling of Biomolecules. Part III. Study of the Reactions of 2- and 4-Substituted 9-Isothiocyanatoacridines with Glycine
    1994, Vol. 59, Issue 7, pp. 1682–1690 [Abstract]
  • Marcel Török, Milan Dzurilla, Peter Kutschy, Ján Imrich, Ivan Danihel, Paul Rademacher and Heinz Bandmann
    Cyclohexylideneacetyl Isothiocyanate. Precursor for the Synthesis of 1,3-Thiazaspirocycloalkanes and 1,3-Diazaspirocycloalkanes
    1994, Vol. 59, Issue 5, pp. 1203–1210 [Abstract]
  • Dana Mazagová, Danica Sabolová, Pavol Kristian, Ján Imrich, Marián Antalík and Dušan Podhradský
    Fluorescence Reagents for Labelling of Biomolecules. Part I. Synthesis and Spectral Characterization of 2- and 4-Substituted 9-Isothiocyanatoacridines
    1994, Vol. 59, Issue 1, pp. 203–212 [Abstract]
  • Dušan Koščík, Milan Dzurilla and Peter Kutschy
    New Preparation of 2-N-Alkyl(aryl)amino-5-methyl-4H-1,3-thiazin-4-ones and 3,4-Dihydro-5-methyl-2,4-dioxo-2H-1,3-thiazine
    1993, Vol. 58, Issue 4, pp. 893–901 [Abstract]
  • Peter Kutschy, Milan Dzurilla, Vlastimír Ficeri and Dušan Koščík
    New Synthesis of N-Acylurea Derivatives
    1993, Vol. 58, Issue 3, pp. 575–587 [Abstract]
  • Gejza Suchár, Oľga Hritzová, Ján Imrich and Antónia Jasovská
    Reactivity of phenylsulfonyl isothiocyanates and transfer of substituent effects through the sulfonyl group
    1991, Vol. 56, Issue 12, pp. 2872–2878 [Abstract]
  • Milan Dzurila, Peter Kutschy, Ján Imrich, Dušan Koščík and Robert Kraus
    Cyclization and oxidation of N-substituted phenyl-N’-(2-methyl-3-phenylpropenoyl)thioureas
    1991, Vol. 56, Issue 6, pp. 1287–1294 [Abstract]
  • Dušan Podhradský, Helena Paulíková and Ján Imrich
    Reactions of N-tricyanovinylamines with thiols in aqueous solutions
    1990, Vol. 55, Issue 6, pp. 1630–1634 [Abstract]
  • Milan Dzurilla, Peter Kutschy, Dušan Koščík and Štefan Toma
    Intramolecular cyclization of O-alkyl-N-(3-phenylpropenoyl)thiocarbamates catalyzed by boron trifluoride
    1990, Vol. 55, Issue 3, pp. 710–717 [Abstract]
  • Oľga Hritzová, Peter Kutschy, Ján Imrich and Thomas Schöffmann
    Hydrogen bonds in N-(3-chloro-2-benzo[b]thienocarbonyl)- and N-(2-benzo[b]thienocarbonyl)-N'-monosubstituted thioureas
    1987, Vol. 52, Issue 11, pp. 2673–2679 [Abstract]
  • Jozef Gonda, Pavol Kristian and Ján Imrich
    2-Isothiocyanatobenzyltriphenylphosphonium bromides – new type of functionalized heterocumulenes suitable for synthesis of indole derivatives
    1987, Vol. 52, Issue 10, pp. 2508–2520 [Abstract]
  • Milan Dzurilla, Peter Kutschy and Dušan Koščík
    A new method for preparation of 1-(4-substituted phenyl)-6-phenyl-2-thiouracils via cyclization of N-(4-substituted phenyl)-N'-3-phenylpropenoylthioureas and Dimroth rearrangement of 2-(4-substituted phenylimino)-6-phenyl-5,6-dihydro-4H-1,3-thiazin-4-ones
    1987, Vol. 52, Issue 9, pp. 2260–2265 [Abstract]
  • Peter Kutschy, Milan Dzurilla, Dušan Koščík and Pavol Kristian
    An advantageous synthesis of S-(2-propenyl) N-acylmonothiocarbamates by [3,3]-sigmatropic rearrangement of O-(2-propenyl) N-acylmonothiocarbamates
    1987, Vol. 52, Issue 7, pp. 1764–1772 [Abstract]
  • Peter Kutschy, Pavol Kristian, Milan Dzurilla, Dušan Koščík and Róbert Nádaskay
    Selectivity of nucleophilic addition to and substitution at isothiocyanatocarbonyl group. Reactions of 4-pentinoyl- and 2-(2-propinyl)-4-pentinoyl isothiocyanate with amines and methanol
    1987, Vol. 52, Issue 4, pp. 995–1005 [Abstract]
  • Milan Dzurilla, Ondrej Forgáč, Peter Kutschy, Pavol Kristian, Dušan Koščík and Ján Imrich
    Synthesis of 1,3-diazaspiro[5,5]undecanes and 1-thia-3-azaspiro[5,5]undec-2-enes by reaction of 2-cyanocyclohexylideneacetyl isothiocyanate with amines and sodium hydrogen sulfide
    1987, Vol. 52, Issue 4, pp. 989–994 [Abstract]
  • Peter Kutschy, Ján Imrich, Juraj Bernát, Pavol Kristian, Oľga Hritzová and Thomas Schöffmann
    Photocyclization of N-(3-chloro-2-benzo[b]thienocarbonyl)-N'-monosubstituted thioureas
    1986, Vol. 51, Issue 12, pp. 2839–2847 [Abstract]
  • Peter Kutschy, Ján Imrich, Juraj Bernát, Pavol Kristian and Iveta Fedoriková
    A study of photocyclization of O-alkyl N-(3-chloro-2-benzo[b]thienocarbonyl)monothiocarbamates
    1986, Vol. 51, Issue 9, pp. 2002–2012 [Abstract]
  • Peter Kutschy, Milan Dzurilla, Ladislav Kniežo, Juraj Bernát, Ján Imrich, Pavol Kristian and Róbert Nádaskay
    Reactions of 3-butine-2-methyl-2-ol with isothiocyanates
    1986, Vol. 51, Issue 5, pp. 1119–1126 [Abstract]
  • Ivan Danihel, Ján Imrich, Dušan Košťík, Pavol Kristian and Gabriela Barančíková
    13C NMR spectra and substituent effects of meta and para substituted benzoyl isothiocyanates
    1985, Vol. 50, Issue 6, pp. 1422–1431 [Abstract]
  • Gejza Suchár, Milan Dzurilla and Pavol Kristian
    A study of dipole moments of substituted isothiocyanates of 1,3-diphenyl-2-propen-1-one
    1984, Vol. 49, Issue 10, pp. 2382–2386 [Abstract]
  • Milan Dzurilla, Pavol Kristian, Ján Imrich and Juraj Štec
    Bromine oxidation of N-(3 or 4-substituted phenyl)-N'-3-phenylpropenoylthioureas
    1983, Vol. 48, Issue 11, pp. 3134–3139 [Abstract]
  • Ján Imrich and Pavol Kristian
    Synthesis and investigation of enamine-imine tautomerism of 2,6-disubstituted 4H-1,3-thiazin-4-ones
    1982, Vol. 47, Issue 12, pp. 3268–3282 [Abstract]
  • Peter Kutschy, Pavol Kristian, Miloslava Dandárová and Jaroslav Kováč
    Synthesis and reactions of cis-3-(2-furyl)propenoyl isocyanate
    1981, Vol. 46, Issue 5, pp. 1160–1166 [Abstract]
  • Peter Kutschy, Milan Dzurilla, Pavol Kristian and Kvetoslava Kutschyová
    Synthesis of 2-substituted 5-arylidenethiazolin-4-ones from α,β-unsaturated acyl isothiocyanates
    1981, Vol. 46, Issue 2, pp. 436–445 [Abstract]
  • Milan Dzurilla, Pavol Kristian and Peter Kutschy
    Synthesis of 2-amino-6-substituted 5,6-dihydro-4H-1,3-thiazin-4-ones from α,β-unsaturated acyl isothiocyanates
    1980, Vol. 45, Issue 11, pp. 2958–2964 [Abstract]
  • Ján Imrich, Pavol Kristian, Dušan Podhradský and Milan Dzurilla
    Kinetics of reactions of acyl isothiocyanates with amines
    1980, Vol. 45, Issue 8, pp. 2334–2342 [Abstract]
  • Peter Kutschy, Pavol Kristian, Milan Dzurilla and Jaroslav Kováč
    Reactions of α,β-unsaturated acyl isothiocyanates with phenylhydrazine
    1980, Vol. 45, Issue 6, pp. 1692–1703 [Abstract]
  • Pavol Kristian, Peter Kutschy and Milan Dzurilla
    Synthesis of 2,2,4-trisubstituted 2H-1,3-oxazetes from acyl isothiocyanates
    1979, Vol. 44, Issue 4, pp. 1324–1333 [Abstract]