0000000000447236
AUTHOR
Anton Kehl
showing 24 related works from this author
Electrochemical synthesis of benzoxazoles from anilides - a new approach to employ amidyl radical intermediates.
2017
A novel electrochemical method for the synthesis of benzoxazoles from readily available anilides is reported. Various functionalities are tolerated and good yields can be achieved. By employing common electrode materials and a simple constant current protocol, this method is an attractive new alternative to conventional pathways.
Electrochemical synthesis of carbazoles by dehydrogenative coupling reaction
2020
Abstract A constant current protocol, employing undivided cells, a remarkably low supporting electrolyte concentration, inexpensive electrode materials, and a straightforward precursor synthesis enabling a novel access to N‐protected carbazoles by anodic N,C bond formation using directly generated amidyl radicals is reported. Scalability of the reaction is demonstrated and an easy deblocking of the benzoyl protecting group is presented.
Molybdenum Pentachloride Mediated Synthesis of Spirocyclic Compounds by Intramolecular Oxidative Coupling
2015
The oxidative treatment of (m)ethyl 2-aryl cinnamates equipped with methoxy groups in position 4 of the phenyl moiety promote the formation of cyclohexadienone substructures. This dealkylative oxidative C–C coupling gives access to spirocyclic compounds and avoids the construction of the corresponding phenanthrenes. Furthermore, the transformation can be expanded to other spirocyclic systems.
Leaded Bronze: An Innovative Lead Substitute for Cathodic Electrosynthesis
2017
Electrochemical Formation of 3,5-Diimido-1,2-dithiolanes by Dehydrogenative Coupling
2018
A synthetic approach to the cyclic disulfide moiety of 3,5-diimido-1,2-dithiolane derivatives starting with readily available precursors including the electrochemical coupling of dithioanilides is developed. The electrochemical key step provides sustainable synthetic access in high yields, using a very simple electrolysis setup.
Insights into the Mechanism of Anodic N–N Bond Formation by Dehydrogenative Coupling
2017
The electrochemical synthesis of pyrazolidine-3,5-diones and benzoxazoles by N-N bond formation and C,O linkage, respectively, represents an easy access to medicinally relevant structures. Electrochemistry as a key technology ensures a safe and sustainable approach. We gained insights in the mechanism of these reactions by combining cyclovoltammetric and synthetic studies. The electron-transfer behavior of anilides and dianilides was studied and led to the following conclusion: The N-N bond formation involves a diradical as intermediate, whereas the benzoxazole formation is based on a cationic mechanism. Besides these studies, we developed a synthetic route to mixed dianilides as starting m…
ChemInform Abstract: Molybdenum Pentachloride Mediated Synthesis of Spirocyclic Compounds by Intramolecular Oxidative Coupling.
2016
Oxidative treatment of 4-methoxy substituted 2-aryl cinnamates leads to an dealkylative C—C coupling and gives access to spirocyclic compounds.
Electrochemical formation of N,N′-diarylhydrazines by dehydrogenative N–N homocoupling reaction
2020
Hydrazines represent a class of compounds of high interest due to their applicability as versatile starting materials in many important transformations. Herein, we report a synthetic approach to hydrazine derivatives using commercially available anilines and an anodic dehydrogenative N-N coupling reaction as the key step.
Electrochemical Synthesis of 5-Aryl-phenanthridin-6-one by Dehydrogenative N,C Bond Formation.
2018
Currently, the general synthesis of 5-aryl-phenanthridin-6-ones relies on the involvement of metal catalysis. Despite the urgent demand for green alternatives, avoiding synthetic routes that require transition metals for key roles is still challenging. Electrochemical efforts employing a constant potential protocol in divided cells revealed a possible alternative to the catalytic approach. A constant current protocol, undivided cells, and a remarkably low supporting electrolyte concentration enable a novel access to N-aryl-phenanthridin-6-ones by anodic N,C bond formation using directly generated amidyl radicals. Easy accessible starting materials, a broad scope of applicable functional gro…
CCDC 1415863: Experimental Crystal Structure Determination
2016
Related Article: Moritz Schubert, Kathrin Wehming, Anton Kehl, Martin Nieger, Gregor Schnakenburg, Roland Fröhlich, Dieter Schollmeyer, Siegfried R. Waldvogel|2016|Eur.J.Org.Chem.|2016|60|doi:10.1002/ejoc.201501384
CCDC 1866675: Experimental Crystal Structure Determination
2018
Related Article: Anton Kehl, Valentina M. Breising, Dieter Schollmeyer, Siegfried R. Waldvogel|2018|Chem.-Eur.J.|24|17230|doi:10.1002/chem.201804638
CCDC 1979131: Experimental Crystal Structure Determination
2020
Related Article: Valentina M. Breising, Jacob M. Kayser, Anton Kehl, Dieter Schollmeyer, Johannes C. Liermann, Siegfried R. Waldvogel|2020|Chem.Commun.|56|4348|doi:10.1039/D0CC01052A
CCDC 1415860: Experimental Crystal Structure Determination
2016
Related Article: Moritz Schubert, Kathrin Wehming, Anton Kehl, Martin Nieger, Gregor Schnakenburg, Roland Fröhlich, Dieter Schollmeyer, Siegfried R. Waldvogel|2016|Eur.J.Org.Chem.|2016|60|doi:10.1002/ejoc.201501384
CCDC 1415861: Experimental Crystal Structure Determination
2016
Related Article: Moritz Schubert, Kathrin Wehming, Anton Kehl, Martin Nieger, Gregor Schnakenburg, Roland Fröhlich, Dieter Schollmeyer, Siegfried R. Waldvogel|2016|Eur.J.Org.Chem.|2016|60|doi:10.1002/ejoc.201501384
CCDC 1561793: Experimental Crystal Structure Determination
2017
Related Article: Tile Gieshoff, Anton Kehl, Dieter Schollmeyer, Kevin D. Moeller, Siegfried R. Waldvogel|2017|J.Am.Chem.Soc.|139|12317|doi:10.1021/jacs.7b07488
CCDC 1427184: Experimental Crystal Structure Determination
2016
Related Article: Moritz Schubert, Kathrin Wehming, Anton Kehl, Martin Nieger, Gregor Schnakenburg, Roland Fröhlich, Dieter Schollmeyer, Siegfried R. Waldvogel|2016|Eur.J.Org.Chem.|2016|60|doi:10.1002/ejoc.201501384
CCDC 1561794: Experimental Crystal Structure Determination
2017
Related Article: Tile Gieshoff, Anton Kehl, Dieter Schollmeyer, Kevin D. Moeller, Siegfried R. Waldvogel|2017|J.Am.Chem.Soc.|139|12317|doi:10.1021/jacs.7b07488
CCDC 1561792: Experimental Crystal Structure Determination
2017
Related Article: Tile Gieshoff, Anton Kehl, Dieter Schollmeyer, Kevin D. Moeller, Siegfried R. Waldvogel|2017|J.Am.Chem.Soc.|139|12317|doi:10.1021/jacs.7b07488
CCDC 1530094: Experimental Crystal Structure Determination
2017
Related Article: Tile Gieshoff, Anton Kehl, Dieter Schollmeyer, Kevin D. Moeller, Siegfried R. Waldvogel|2017|Chem.Commun.|53|2974|doi:10.1039/C7CC00927E
CCDC 1866690: Experimental Crystal Structure Determination
2018
Related Article: Valentina M. Breising, Tile Gieshoff, Anton Kehl, Vincent Kilian, Dieter Schollmeyer, Siegfried R. Waldvogel|2018|Org.Lett.|20|6785|doi:10.1021/acs.orglett.8b02904
CCDC 1415862: Experimental Crystal Structure Determination
2016
Related Article: Moritz Schubert, Kathrin Wehming, Anton Kehl, Martin Nieger, Gregor Schnakenburg, Roland Fröhlich, Dieter Schollmeyer, Siegfried R. Waldvogel|2016|Eur.J.Org.Chem.|2016|60|doi:10.1002/ejoc.201501384
CCDC 1427185: Experimental Crystal Structure Determination
2016
Related Article: Moritz Schubert, Kathrin Wehming, Anton Kehl, Martin Nieger, Gregor Schnakenburg, Roland Fröhlich, Dieter Schollmeyer, Siegfried R. Waldvogel|2016|Eur.J.Org.Chem.|2016|60|doi:10.1002/ejoc.201501384
CCDC 1419863: Experimental Crystal Structure Determination
2016
Related Article: Moritz Schubert, Kathrin Wehming, Anton Kehl, Martin Nieger, Gregor Schnakenburg, Roland Fröhlich, Dieter Schollmeyer, Siegfried R. Waldvogel|2016|Eur.J.Org.Chem.|2016|60|doi:10.1002/ejoc.201501384
CCDC 1986341: Experimental Crystal Structure Determination
2020
Related Article: Anton Kehl, Niclas Schupp, Valentina M. Breising, Dieter Schollmeyer, Siegfried R. Waldvogel|2020|Chem.-Eur.J.|26|15847|doi:10.1002/chem.202003430