@article{MTMT:34799035, title = {A robust heterogeneous chiral phosphoric acid enables multi decagram scale production of optically active N , S -ketals}, url = {https://m2.mtmt.hu/api/publication/34799035}, author = {Maestro, Aitor and Malviya, Bhanwar K. and Auer, Gerald and Ötvös, Sándor Balázs and Kappe, C. Oliver}, doi = {10.1039/D4GC00019F}, journal-iso = {GREEN CHEM}, journal = {GREEN CHEMISTRY}, unique-id = {34799035}, issn = {1463-9262}, abstract = {A multi-decagram scale synthesis of enantioenriched N,S -ketals was achieved by using a robust heterogeneous organocatalyst. A new reactor design was crucial to enable the scaling up of this reaction while the overall catalyst loading below 0.1%.}, year = {2024}, eissn = {1463-9270}, orcid-numbers = {Maestro, Aitor/0000-0003-4726-9675; Ötvös, Sándor Balázs/0000-0001-6673-1744; Kappe, C. Oliver/0000-0003-2983-6007} } @article{MTMT:33763892, title = {Sustainable synthesis of azobenzenes, quinolines and quinoxalines via oxidative dehydrogenative couplings catalysed by reusable transition metal oxide–Bi( iii ) cooperative catalysts}, url = {https://m2.mtmt.hu/api/publication/33763892}, author = {Kocsis, Marianna and Baán, Kornélia and Ötvös, Sándor Balázs and Kukovecz, Ákos and Kónya, Zoltán and Sipos, Pál Miklós and Pálinkó, István and Varga, Gábor}, doi = {10.1039/D3CY00327B}, journal-iso = {CATAL SCIENCE & TECHNOLOGY}, journal = {CATALYSIS SCIENCE & TECHNOLOGY}, volume = {13}, unique-id = {33763892}, issn = {2044-4753}, abstract = {Heterogeneous catalytic oxidative dehydrogenative processes for N-heterocycles are presented, which enable waste-minimized (additive-, oxidant-, base-free), efficient cyclisations/couplings via transition metal oxide–Bi( iii ) cooperative catalysis.}, year = {2023}, eissn = {2044-4761}, pages = {3069-3083}, orcid-numbers = {Baán, Kornélia/0000-0001-7511-4422; Ötvös, Sándor Balázs/0000-0001-6673-1744; Kukovecz, Ákos/0000-0003-0716-9557; Kónya, Zoltán/0000-0002-9406-8596; Sipos, Pál Miklós/0000-0003-1407-0950; Pálinkó, István/0000-0002-8508-309X; Varga, Gábor/0000-0002-7131-1629} } @article{MTMT:33097696, title = {Selective production of imines and benzimidazoles by cooperative bismuth(III)/transition metal ion catalysis}, url = {https://m2.mtmt.hu/api/publication/33097696}, author = {Kocsis, Marianna and Szabados, Márton and Ötvös, Sándor Balázs and Samu, Gergely Ferenc and Fogarassy, Zsolt and Pécz, Béla and Kukovecz, Ákos and Kónya, Zoltán and Sipos, Pál Miklós and Pálinkó, István and Varga, Gábor}, doi = {10.1016/j.jcat.2022.09.008}, journal-iso = {J CATAL}, journal = {JOURNAL OF CATALYSIS}, volume = {414}, unique-id = {33097696}, issn = {0021-9517}, abstract = {Cooperative Bi(III)/Co(II) and Bi(III)/Mn(II) heterogeneous catalysts have been developed enabling efficient oxidative annulations for preparing both cross-coupled imines and benzimidazoles under ambient conditions in an atom-economic and time-efficient manner, involving ambient air as oxidant and without the need of any other additives. This is the first synergistic Lewis acid/transition metal catalyzed annulation which is potentiated by the interfaces between the building blocks of the catalysts. To achieve our goals, a useful fabrication process has been developed to heterogenize the transition metal ions via strong interactions on well-known Sillèn-type bismuth subcarbonate (bismutite). Their reusability, activity and selectivity as well as water-tolerance have made them potential competitors to effective heterogeneous/homogeneous catalysts reported previously.}, keywords = {Oxidative annulations; Lewis acid co-catalysts; Synergetic Lewis acid/Mn(II) or Co(II) heterogeneous catalysis; Water-tolerance syntheses of benzimidazoles}, year = {2022}, eissn = {1090-2694}, pages = {163-178}, orcid-numbers = {Szabados, Márton/0000-0002-7588-335X; Ötvös, Sándor Balázs/0000-0001-6673-1744; Samu, Gergely Ferenc/0000-0002-3239-9154; Fogarassy, Zsolt/0000-0003-4981-1237; Pécz, Béla/0000-0002-4651-6972; Kukovecz, Ákos/0000-0003-0716-9557; Kónya, Zoltán/0000-0002-9406-8596; Sipos, Pál Miklós/0000-0003-1407-0950; Pálinkó, István/0000-0002-8508-309X; Varga, Gábor/0000-0002-7131-1629} } @article{MTMT:32883635, title = {Enantioselective Flow Synthesis of Rolipram Enabled by a Telescoped Asymmetric Conjugate Addition-Oxidative Aldehyde Esterification Sequence Using in Situ-Generated Persulfuric Acid as Oxidant}, url = {https://m2.mtmt.hu/api/publication/32883635}, author = {Nagy, Bence S. and Llanes, Patricia and Pericas, Miquel A. and Kappe, C. Oliver and Ötvös, Sándor Balázs}, doi = {10.1021/acs.orglett.1c04300}, journal-iso = {ORG LETT}, journal = {ORGANIC LETTERS}, volume = {24}, unique-id = {32883635}, issn = {1523-7060}, abstract = {A novel approach is reported for the enantioselective flow synthesis of rolipram comprising a telescoped asymmetric conjugate addition-oxidative aldehyde esterification sequence followed by trichlorosilane-mediated nitro group reduction and concomitant lactamization. The telescoped process takes advantage of a polystyrene-supported chiral organocatalyst along with in situ-generated persulfuric acid as a robust and scalable oxidant for direct aldehyde esterification. This approach demonstrates significantly improved productivity compared with earlier methodologies while ensuring environmentally benign metal-free conditions.}, year = {2022}, eissn = {1523-7052}, pages = {1066-1071}, orcid-numbers = {Ötvös, Sándor Balázs/0000-0001-6673-1744} } @article{MTMT:32368621, title = {Continuous flow asymmetric synthesis of chiral active pharmaceutical ingredients and their advanced intermediates}, url = {https://m2.mtmt.hu/api/publication/32368621}, author = {Ötvös, Sándor Balázs and Kappe, C. Oliver}, doi = {10.1039/d1gc01615f}, journal-iso = {GREEN CHEM}, journal = {GREEN CHEMISTRY}, volume = {23}, unique-id = {32368621}, issn = {1463-9262}, abstract = {Catalytic enantioselective transformations provide well-established and direct access to stereogenic synthons that are broadly distributed among active pharmaceutical ingredients (APIs). These reactions have been demonstrated to benefit considerably from the merits of continuous processing and microreactor technology. Over the past few years, continuous flow enantioselective catalysis has grown into a mature field and has found diverse applications in asymmetric synthesis of pharmaceutically active substances. The present review therefore surveys flow chemistry-based approaches for the synthesis of chiral APIs and their advanced stereogenic intermediates, covering the utilization of biocatalysis, organometallic catalysis and metal-free organocatalysis to introduce asymmetry in continuously operated systems. Single-step processes, interrupted multistep flow syntheses, combined batch/flow processes and uninterrupted one-flow syntheses are discussed herein.}, year = {2021}, eissn = {1463-9270}, pages = {6117-6138}, orcid-numbers = {Ötvös, Sándor Balázs/0000-0001-6673-1744; Kappe, C. Oliver/0000-0003-2983-6007} } @article{MTMT:32242848, title = {Bismuth Subnitrate-Catalyzed Markovnikov-Type Alkyne Hydrations under Batch and Continuous Flow Conditions}, url = {https://m2.mtmt.hu/api/publication/32242848}, author = {Szécsényi, Zsanett and Fülöp, Ferenc and Ötvös, Sándor Balázs}, doi = {10.3390/molecules26102864}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {26}, unique-id = {32242848}, issn = {1420-3049}, abstract = {Bismuth subnitrate is reported herein as a simple and efficient catalyst for the atom-economical synthesis of methyl ketones via Markovnikov-type alkyne hydration. Besides an effective batch process under reasonably mild conditions, a chemically intensified continuous flow protocol was also developed in a packed-bed system. The applicability of the methodologies was demonstrated through hydration of a diverse set of terminal acetylenes. By simply switching the reaction medium from methanol to methanol-d(4), valuable trideuteromethyl ketones were also prepared. Due to the ready availability and nontoxicity of the heterogeneous catalyst, which eliminated the need for any special additives and/or harmful reagents, the presented processes display significant advances in terms of practicality and sustainability.}, keywords = {Alkynes; Continuous flow; Methyl ketones; bismuth subnitrate; alkyne hydrations}, year = {2021}, eissn = {1420-3049}, orcid-numbers = {Szécsényi, Zsanett/0000-0002-0523-6579; Fülöp, Ferenc/0000-0003-1066-5287; Ötvös, Sándor Balázs/0000-0001-6673-1744} } @article{MTMT:32180565, title = {Copper-Loaded Layered Bismuth Subcarbonate—Efficient Multifunctional Heterogeneous Catalyst for Concerted C–S/C–N Heterocyclization}, url = {https://m2.mtmt.hu/api/publication/32180565}, author = {Kocsis, Marianna and Ötvös, Sándor Balázs and Samu, Gergely Ferenc and Fogarassy, Zsolt and Pécz, Béla and Kukovecz, Ákos and Kónya, Zoltán and Sipos, Pál Miklós and Pálinkó, István and Varga, Gábor}, doi = {10.1021/acsami.1c09234}, journal-iso = {ACS APPL MATER INTER}, journal = {ACS APPLIED MATERIALS & INTERFACES}, volume = {13}, unique-id = {32180565}, issn = {1944-8244}, year = {2021}, eissn = {1944-8252}, pages = {42650-42661}, orcid-numbers = {Ötvös, Sándor Balázs/0000-0001-6673-1744; Samu, Gergely Ferenc/0000-0002-3239-9154; Fogarassy, Zsolt/0000-0003-4981-1237; Pécz, Béla/0000-0002-4651-6972; Kukovecz, Ákos/0000-0003-0716-9557; Kónya, Zoltán/0000-0002-9406-8596; Sipos, Pál Miklós/0000-0003-1407-0950; Pálinkó, István/0000-0002-8508-309X; Varga, Gábor/0000-0002-7131-1629} } @article{MTMT:32086896, title = {Pharmacokinetics-Driven Evaluation of the Antioxidant Activity of Curcuminoids and Their Major Reduced Metabolites—A Medicinal Chemistry Approach}, url = {https://m2.mtmt.hu/api/publication/32086896}, author = {Girst, Gábor and Ötvös, Sándor Balázs and Fülöp, Ferenc and Balogh, György Tibor and Hunyadi, Attila}, doi = {10.3390/molecules26123542}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {26}, unique-id = {32086896}, issn = {1420-3049}, year = {2021}, eissn = {1420-3049}, orcid-numbers = {Ötvös, Sándor Balázs/0000-0001-6673-1744; Fülöp, Ferenc/0000-0003-1066-5287; Balogh, György Tibor/0000-0003-3347-1880; Hunyadi, Attila/0000-0003-0074-3472} } @article{MTMT:32028714, title = {Exploiting a Silver–Bismuth Hybrid Material as Heterogeneous Noble Metal Catalyst for Decarboxylations and Decarboxylative Deuterations of Carboxylic Acids under Batch and Continuous Flow Conditions}, url = {https://m2.mtmt.hu/api/publication/32028714}, author = {Mészáros, Rebeka Ildikó and Márton, András and Szabados, Márton and Varga, Gábor and Kónya, Zoltán and Kukovecz, Ákos and Fülöp, Ferenc and Pálinkó, István and Ötvös, Sándor Balázs}, doi = {10.1039/D1GC00924A}, journal-iso = {GREEN CHEM}, journal = {GREEN CHEMISTRY}, volume = {23}, unique-id = {32028714}, issn = {1463-9262}, year = {2021}, eissn = {1463-9270}, pages = {4685-4696}, orcid-numbers = {Mészáros, Rebeka Ildikó/0000-0002-2860-3431; Szabados, Márton/0000-0002-7588-335X; Varga, Gábor/0000-0002-7131-1629; Kónya, Zoltán/0000-0002-9406-8596; Kukovecz, Ákos/0000-0003-0716-9557; Fülöp, Ferenc/0000-0003-1066-5287; Pálinkó, István/0000-0002-8508-309X; Ötvös, Sándor Balázs/0000-0001-6673-1744} } @article{MTMT:31603447, title = {A mineralogically-inspired silver–bismuth hybrid material: Structure, stability and application for catalytic benzyl alcohol dehydrogenations under continuous flow conditions}, url = {https://m2.mtmt.hu/api/publication/31603447}, author = {Mészáros, Rebeka Ildikó and Ötvös, Sándor Balázs and Varga, Gábor and Böszörményi, Éva and Kocsis, Marianna and Karádi, Krisztina Anna and Kónya, Zoltán and Kukovecz, Ákos and Pálinkó, István and Fülöp, Ferenc}, doi = {10.1016/j.mcat.2020.111263}, journal-iso = {MOL CATAL}, journal = {MOLECULAR CATALYSIS}, volume = {498}, unique-id = {31603447}, issn = {2468-8231}, year = {2020}, eissn = {2468-8274}, orcid-numbers = {Mészáros, Rebeka Ildikó/0000-0002-2860-3431; Ötvös, Sándor Balázs/0000-0001-6673-1744; Varga, Gábor/0000-0002-7131-1629; Kónya, Zoltán/0000-0002-9406-8596; Kukovecz, Ákos/0000-0003-0716-9557; Pálinkó, István/0000-0002-8508-309X; Fülöp, Ferenc/0000-0003-1066-5287} }