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Synthesis of Novel Pyridine Derivatives

Publications

 

 

J. Klein, A. Stuckmann, S. Sobottka, L. Suntrup, M. van der Meer, P. Hommes, H.-U. Reißig, B. Sarkar*
Ruthenium Complexes with Strongly Electron-Donating Terpyridine Ligands: Effect of the Working Electrode on Electrochemical and Spectroelectrochemical Properties

Chem. Eur. J. 2017, 23, 12314 – 12325.

 

S. Aroua, T. K. Todorova, V. Mougel, P. Hommes, H.-U. Reißig, M. Fontecave*
New Cobalt-Bisterpyridyl Catalysts for Hydrogen Evolution Reaction

ChemCatChem
2017, 9, 2099 – 2105.

 

S. Aroua, T. K. Todorova, P. Hommes, L.-M. Chamoreau, H.-U. Reißig, V. Mougel, M. Fontecave*
Synthesis, Characterisation and DFT Analysis of Bisterpyridyl-Based Molecular Cobalt Complexes

Inorganic Chem.
2017, 56, 5930 – 5940.

 

T. Pecchioli, F. Cardona, H.-U. Reißig*, R. Zimmer, A. Goti*
Alkoxyallene-Based Stereodivergent Syntheses of (
–)-Hyacinthacine B4 and of Putative Hyacinthacine C5 Epimers – Proposal of Hyacinthacine C5 Structure
J. Org. Chem.
2017, 82, 5835 – 5844.

S. Aroua, T. K. Todorova, P. Hommes, L.-M. Chamoreau, H.-U. Reißig, V. Mougel, M. Fontecave*
Synthesis, Characterisation and DFT Analysis of Bisterpyridyl-Based Molecular Cobalt Complexes

Inorganic Chem.
2017, 56, 5930 – 5940.

T. Pecchioli, F. Cardona, H.-U. Reißig*, R. Zimmer, A. Goti*
Alkoxyallene-Based Stereodivergent Syntheses of (
–)-Hyacinthacine B4 and of Putative Hyacinthacine C5 Epimers – Proposal of Hyacinthacine C5 Structure
J. Org. Chem.
2017, 82, 5835 – 5844.

•  H.-U. Reißig, M. Domínguez*
N-Methylpyridinium-4-phenolates: Generation of a Betaine Dye Library Bearing Different Spacer Units and Their Solvatochromism
ChemistrySelect 2016, 1, 5270 – 5275.

P. Hommes, H.-U. Reißig*
Synthesis of Highly Functionalized 2,2´-Bipyridines by Cyclocondensation of β-Ketoenamides – Scope and Limitations
Beilstein J. Org. Chem. 2016, 12, 1170 – 1177.

•  P. Hommes, H.-U. Reißig*
Functionalization of Highly Substituted 2,2´:6,6´,2´´-Terpyridine Derivatives
Eur. J. Org. Chem. 2016, 338 – 342.

•  G. Podolan, L. Hettmanczyk, P. Hommes, B. Sarkar,* H.-U. Reißig*
Synthesis and (Spectro)electrochemistry of New Ferrocenyl-Substituted Pyridine Derivatives
Eur. J. Org. Chem. 2015, 7317 – 7323.

•  D. Trawny, M. Quennet, N. Rades, D. Lentz, B. Paulus, H.-U. Reissig*
Syntheses, Structures and Conformational Dynamics of 1,3,5-Tris(3‘‘-ethynylbi-phenyl-2‘-yl)benzene Derivatives
Eur. J. Org. Chem. 2015, 4667 – 4674.

M. Gensler, C. Eidamshaus, M. Taszarek, H.-U. Reissig, J. P. Rabe*
Mechanical Stability of Bivalent Transition Metal Complexes Analyzed by Single-Molecule Force Spectroscopy
Beilstein J. Org. Chem.
2015, 11, 817 – 827.

J. Dash, D. Trawny, J. P. Rabe, H.-U. Reissig*
C3-Symmetric Pyridine and Bipyridine Derivatives: Simple Preparation by Cyclocondensation and 2D Self-Assembly at a Solution-Graphite Interface
Synlett 2015, 26, 1486 – 1489.

M. Gensler, C. Eidamshaus, A. Galstyan, E.-W. Knapp*, H.-U. Reißig, J. P. Rabe*
Mechanical Rupture of Mono- and Bivalent Transition Metal Complexes in Experiment and Theory
J. Phys. Chem. C 2015, 119, 4333 – 4343.

D. Trawny, P. Schlexer, K. Steenbergen, J. P. Rabe*, B. Paulus*, H.-U. Reißig*
Dense or Porous Packing? Two-Dimensional Self-Assembly of Star-Shaped Mono-, Bi-, and Terpyridine Derivatives
ChemPhysChem 2015, 16, 949 – 953.

D. Trawny, V. Kunz, H.-U. Reißig*
Modular Syntheses of Star-Shaped Pyridine, Bipyridine, and Terpyridine Derivatives by Employing Sonogashira Reactions
Eur. J. Org. Chem. 2014, 6295 – 6302.

D. Trawny, L. Vandromme, J. P. Rabe,* H.-U. Reissig*
The Side Chain Makes the Difference: Investigation of the 2D Self-Assembly of 1,3,5-Tris[4-(4-pyridinyl)phenyl]benzene Derivatives by Scanning Tunneling Microscopy
Eur. J. Org. Chem. 2014, 4985 – 4992.

D. Gladow, S. Doniz-Kettenmann, H.-U. Reißig*
1,3-Dipolar Cycloadditions of Ethyl 2-Diazo-3,3,3-trifluoropropanoate to Alkynes and [1,5] Sigmatropic Rearrangements of the Resulting 3H-Pyrazoles: Synthesis of Mono-, Bis- and Tris(trifluoromethyl)-Substituted Pyrazoles
Helv. Chim. Acta, 2014, 97, 808 – 821.

D. Gladow, H.-U. Reißig*
Perfluoroalkyl-Substituted Thiophenes and Pyrroles from Donor-Acceptor Cyclopropanes and Heterocumulenes: Synthesis and Exploration of their Reactivity
J. Org. Chem. 2014, 79, 4492 – 4502.

 L. Bouché, H.-U. Reißig*
Synthesis of Di- and Trivalent Carbohydrate Mimetics with Oxepane Substructure by Employing Copper-Catalyzed [3+2] Cycloadditions of Alkynes with Azidooxepanes
Eur. J. Org. Chem. 2014, 3697 – 3703.

 •  M. Domínguez, H.-U. Reißig*
New 4-Pyridyl Nonaflates as Precursors for Push-Pull Solvatochromik Dyes
Synthesis 2014, 46, 1110 – 1106.

M. K. Bera, M. Domínguez, P. Hommes, H.-U. Reißig*
The Flögel-Three-Component Reaction with Dicarboxylic Acids - An Approach to Bis(β-alkoxy-β - ketoenamides) for the Synthesis of Complex Pyridine and Pyrimidine Derivatives
Beilstein J. Org. Chem. 2014, 10, 394 – 404.

M. K. Bera, S. L. Gholap, P. Hommes, K. Neuthe, D. Trawny, J. P. Rabe, D. Lentz, R. Zimmer, H.-U. Reißig*
Synthesis and Properties of Branched Oligo(2-thienyl)- and Oligo(2,2’-bithien-5-yl)-Substituted Pyridine Derivatives
Adv. Synth. Catal. 2013, 355, 3463 – 3474

•   P. Hommes, S. Berlin, H.-U. Reißig*
Trimethylsilyl Trifluoromethanesulfonate-Promoted Cyclocondensation of b-Keto-enamides and Subsequent Nonaflation to Pyrid-2-yl and Pyrid-4-yl Nonaflates as Flexible Precursors for Polysubstituted Pyridines
Synthesis 2013, 45, 3288 – 3294.

•  S. L. Gholap, P. Hommes, K. Neuthe, H.-U. Reißig*
Per(2-thienyl)pyridines: Synthesis and Properties
Org. Lett. 2013, 15, 318 – 321.

•  T. Lechel, G. Podolan, B. Brusilowskij, C. A. Schalley, H.-U. Reißig*
Unexpected One-Step Formation of Iodo[1,3]dioxolo[4,5-c]pyridine Derivatives by a Hofmann-Löffler-Freytag Reaction: Studies on the Synthesis of a Pyridine-Containing Macrocycle
Eur. J. Org. Chem. 2012, 5685 – 5692
.
•  C. Eidamshaus, P. Hommes, H.-U. Reißig*
Palladium-Catalyzed Coupling of Pyrid-4-yl Nonaflates with Methyl Diazoacetate
Synlett 2012, 1670 – 1674.

•  C. Eidamshaus, T. Triemer, H.-U. Reißig*
Synthesis of 4-Quinolones via Cyclocondensation of Substituted ortho-Amidoacetophenones: A Refit to the Camps Cyclization by Applying Trimethylsilyl Trifluoromethanesulfonate/Triethylamine
Synthesis 2011, 3261 – 3266.

•  I. Linder, M. Gerhard, L. Schefzig, M. Andrä, C. Bentz, H.-U. Reißig,* R. Zimmer
A Modular Synthesis of Functionalized Pyridines through Lewis-Acid-Mediated and Microwave-Assisted Cycloadditions between Azapyrylium Intermediates and Alkynes
Eur. J. Org. Chem. 2011, 6070 – 6078.

•  C. Eidamshaus, H.-U. Reißig*
A Chiral Pool Strategy for the Synthesis of Enantiopure Hydroxymethyl-Substituted Pyridine Derivatives
Eur. J. Org. Chem. 2011, 6056 – 6069

•  M. K. Bera, P. Hommes, H.-U. Reißig*
In Search of Oligo(2-thienyl)-Substituted Pyridine Derivatives: A Modular Approach to Di-, Tri- and Tetra(2-thienyl)pyridines
Chem. Eur. J. 2011, 17, 11838 – 11844.

•  P. Hommes, P. Jungk, H.-U. Reißig*
Four-Component Synthesis of Functionalized 2,2’-Bipyridines Based on the Blaise Reaction
Synlett 2011, 2311 – 2314.

•  C. Eidamshaus, R. Kumar, M. K. Bera, H.-U. Reißig*
A Practical Two-Step Procedure for the Preparation of Enantiopure Pyridines: Multicomponent Reactions of Alkoxyallenes, Nitriles and Carboxylic Acids followed by a Cyclocondensation Reaction
Beilstein J. Org. Chem. 2011, 7, 962   975.

•  T. Lechel, M. Gerhard, D. Trawny, Boris Brusilowskij, L. Schefzig, R. Zimmer, J. P. Rabe, D. Lentz, C. A. Schalley, H.-U. Reißig*
Synthesis of 5-Acetyloxazoles and 1,2-Diketones from β-Alkoxy-β-ketoenamides and Their Subsequent Transformations
Chem. Eur. J. 2011, 7480 – 7491.

•  D. Mollenhauer, J. Floß, H.-U. Reißig, E. Voloshina, B. Paulus*
Accurate Quantum-Chemical Description of Gold Complexes with Pyridine and its Derivatives
J. Comput. Chem. 2011, 32, 1839 – 1845.

•  T. Lechel, H.-U. Reißig*
Synthesis of Heterocycles via Alkoxyallenes
Pure Appl. Chem. 2010, 82, 1835 – 1844.

•  M. K. Bera, H.-U. Reißig*
A Route to Alkenyl-Substituted 4-Hydroxypyridine and Pyrimidine Derivatives via Three-Component Access to β-Alkoxy-β-ketoenamides
Synthesis 2010, 2129 – 2138.

•  T. Lechel, J. Dash, C. Eidamshaus, I. Brüdgam, D. Lentz, H.-U. Reißig*
A Three-component Synthesis of β-Alkoxy-β-keto-enamides - Flexible Precoursors for 4-Hydroxypyridine Derivatives and their Palladium-catalysed Reactions
Org. Biomol. Chem. 2010, 8, 3007 – 3014.

•  T. Lechel, I. Brüdgam, H.-U. Reißig*
Preparation of pyridine-3,4-diols, their crystal packing and their use as precursors for palladium-catalyzed cross-coupling reactions
Beilstein Journal of Organic Chemistry 2010, 6, No. 42.

T. Lechel, J. Dash, P. Hommes, D. Lentz, H.-U. Reißig*
Three-Component Synthesis of Perfluoroalkyl- or Perfluoroaryl-Substituted 4-Hydroxypyridine Derivatives and Their Palladium-Catalyzed Coupling Reactions
J. Org. Chem. 2010, 75, 726 – 732.

T. Lechel, H.-U. Reißig*
New 5-Alkoxypyrimidine Derivatives from β-Alkoxy β-Keto Enamides and Ammonium Salts
Eur. J. Org. Chem. 2010, 2555 – 2564.

R. Zimmer, E. Schmidt, M. Andrä, M.-A. Duhs, I. Linder, H.-U. Reißig*
Palladium-catalyzed cross coupling reactions of 4-bromo-6H-1,2-oxazines
Beilstein Journal of Organic Chemistry 2009, 5, No. 44.

J. Dash, H.-U. Reißig*
A New and Flexible Synthesis of 4-Hydroxypyridines: Rapid Access to Caerulomycins A, E and Functionalized Terpyridines
Chem. Eur. J. 2009, 15, 6811  –  6814.

C. Eidamshaus, H.-U. Reißig*
Hihgly Funtionalized Enantiopure 4-Hydroxypyridine Derivatives by a Versatile Three-Component Synthesis
Adv. Synth. Catal. 2009, 351, 1162 - 1166.

T. Lechel, S. Möhl, H.-U. Reißig*
A Concise Synthesis of Alkoxy-Substituted Pyrimidine Derivatives Based upon a Three-Component Access to Functionalized Enamides
Synlett 2009, 1059 1062.

J. Dash, I. Brüdgam, H. Hartl, H.-U. Reißig*
Crystal structure of 1,4-bis[3-methoxy-4(4-methoxyphenyl)-6-(trifluoromethyl)-pyridin-2-yl]benzene, C34H26F6N2O4Z.
Kristallogr. NCS
2008, 223, 347.

T. Lechel, J. Dash, I. Brüdgam, H.-U. Reißig*
Novel Furopyridine Derivatives via Sonogashira Reactions of Functionalized Pyridines
Eur. J. Org. Chem. 2008, 3647– 3655.

L. Vandromme, H.-U. Reißig*, S. Gröper, J. P. Rabe
Practical Routes to New 2,6-Disubstituted Pyridine Derivatives
Eur. J. Org. Chem. 2008, 2049 - 2055.

J. Dash, T. Lechel, H.-U. Reißig*
Scope of a Novel Three-Component Synthesis of Highly Functionalized Pyridines
Org. Lett. 2007, 9, 5541 – 5544.

Patent:
O. Flögel, H.-U. Reißig
Substituierte Pyridine
Deutsches Patentamt (DE 10336497 vom 03.03.2005)

O. Flögel, J. Dash, I. Brüdgam, H. Hartl, H. U. Reißig*
A New Color of the Synthetic Chameleon Methoxyallene: Synthesis of Trifluoromethyl-Substituted Pyridinol Derivatives – An Unusual Reaction Mechanism, a Remarkable Crystal Packing, and First Palladium-Catalyzed Coupling Reactions
Chem. Eur. J. 2004, 10, 4283 – 4290.