@article{MTMT:33549226, title = {Tudományos Ülés Antus Sándor emlékére}, url = {https://m2.mtmt.hu/api/publication/33549226}, author = {Kurtán, Tibor and Szántay, Csaba (Ifj.) and Gottsegen, Ágnes and Kálai, Tamás and Faigl, Ferenc and Bombicz, Petra}, journal-iso = {MAGY KEM LAP}, journal = {MAGYAR KÉMIKUSOK LAPJA}, volume = {77}, unique-id = {33549226}, issn = {0025-0163}, year = {2022}, eissn = {1588-1199}, pages = {276-278}, orcid-numbers = {Szántay, Csaba (Ifj.)/0000-0002-1056-1421; Faigl, Ferenc/0000-0001-7954-3558; Bombicz, Petra/0000-0002-5509-1515} } @article{MTMT:32384665, title = {Multistep batch-flow hybrid synthesis of a terbinafine precursor}, url = {https://m2.mtmt.hu/api/publication/32384665}, author = {Hergert, Tamás and Mátravölgyi, Béla and Örkényi, Róbert Zoltán and Éles, János and Faigl, Ferenc}, doi = {10.1007/s41981-021-00188-9}, journal-iso = {J FLOW CHEM}, journal = {JOURNAL OF FLOW CHEMISTRY}, volume = {12}, unique-id = {32384665}, issn = {2062-249X}, abstract = {A three-step batch-flow hybrid process has been developed for an expeditious synthesis of the enynol key intermediate of antifungal terbinafine. This procedure involves consecutive organometallic steps without the necessity of any in-line purification: after a metalation by n-butyllithium, a selective addition of the lithium salt was elaborated followed by a Grignard reaction resulting in a high yield of 6,6-dimethylhept-1-en-4-yn-3-ol. Moreover, as an alternative to tetrahydrofuran, cyclopentyl methyl ether was used as solvent implementing a safe, sustainable, yet selective synthetic process. Even on a laboratory-scale, the optimized batch-flow hybrid process had a theoretical throughput of 41 g/h. Furthermore, the newly developed process provides an efficient synthesis route to the key-intermediate, while making acrolein obsolete, minimizing side-products, and enabling safe and convenient scale-up.}, keywords = {terbinafine; Multistep organometallic reaction; Batch-flow hybrid synthesis; Enynol}, year = {2022}, eissn = {2063-0212}, pages = {51-57}, orcid-numbers = {Mátravölgyi, Béla/0000-0001-8782-7972; Faigl, Ferenc/0000-0001-7954-3558} } @article{MTMT:31401582, title = {Regio- and Diastereoselective Synthesis of 2-Arylazetidines. Quantum Chemical Explanation of Baldwin’s Rules for the Ring-formation Reactions of Oxiranes.}, url = {https://m2.mtmt.hu/api/publication/31401582}, author = {Kovács, Ervin and Faigl, Ferenc and Mucsi, Zoltán}, doi = {10.1021/acs.joc.0c01310}, journal-iso = {J ORG CHEM}, journal = {JOURNAL OF ORGANIC CHEMISTRY}, volume = {85}, unique-id = {31401582}, issn = {0022-3263}, year = {2020}, eissn = {1520-6904}, pages = {11226-11239}, orcid-numbers = {Kovács, Ervin/0000-0002-3939-6925; Faigl, Ferenc/0000-0001-7954-3558; Mucsi, Zoltán/0000-0003-3224-8847} } @article{MTMT:31084985, title = {A Novel, Domino Synthesis of Tricyclic Benzimidazole Derivatives Using Continuous Flow}, url = {https://m2.mtmt.hu/api/publication/31084985}, author = {Szabó, Balázs Péter and Szakter, Kiara and Thurner, Angelika and Faigl, Ferenc and Éles, János and Greiner, István}, doi = {10.3311/PPch.14275}, journal-iso = {PERIOD POLYTECH CHEM ENG}, journal = {PERIODICA POLYTECHNICA-CHEMICAL ENGINEERING}, volume = {64}, unique-id = {31084985}, issn = {0324-5853}, abstract = {A novel method for synthesis of tricyclic benzimidazole derivatives by using continuous flow reactor is reported. Disadvantages of the well-known batch methods have been avoided utilizing the flow chemistry technology. Beside the one pot reductive cyclization using H-Cube Pro (R), the dehydration step was also optimized producing the desired lactam compounds. Then the acylation was optimized under microwave conditions and that reaction was also integrated into the flow system using an Asia heater module. This acylation dramatically reduced the reaction time under continuous-flow conditions, with a residence time of 30 min.}, keywords = {HETEROCYCLES; ONE-POT; lactam; benzimidazole; Continuous flow; Reductive Cyclization}, year = {2020}, eissn = {1587-3765}, pages = {1-8}, orcid-numbers = {Faigl, Ferenc/0000-0001-7954-3558} } @misc{MTMT:31159670, title = {A Multistep Flow Synthesis of the Key Intermediate of Terbinafine}, url = {https://m2.mtmt.hu/api/publication/31159670}, author = {Hergert, Tamás and Mátravölgyi, Béla and Szabó, B. and Faigl, Ferenc and Éles, J. and Greiner, István}, unique-id = {31159670}, year = {2019}, orcid-numbers = {Mátravölgyi, Béla/0000-0001-8782-7972; Faigl, Ferenc/0000-0001-7954-3558} } @misc{MTMT:31159620, title = {Pyrroloindolones as a Versatile Buildig Block: A Syntethic Study and Application}, url = {https://m2.mtmt.hu/api/publication/31159620}, author = {Hergert, Tamás and Faigl, Ferenc and Mátravölgyi, Béla}, unique-id = {31159620}, year = {2019}, orcid-numbers = {Faigl, Ferenc/0000-0001-7954-3558; Mátravölgyi, Béla/0000-0001-8782-7972} } @misc{MTMT:31159603, title = {A Stereodivergent Access to 2-Alkenylated Indoles}, url = {https://m2.mtmt.hu/api/publication/31159603}, author = {Hergert, Tamás and Posta, T. and Faigl, Ferenc and Mátravölgyi, Béla}, unique-id = {31159603}, year = {2019}, orcid-numbers = {Faigl, Ferenc/0000-0001-7954-3558; Mátravölgyi, Béla/0000-0001-8782-7972} } @article{MTMT:30786305, title = {Chemoselective Strategy for the Direct Formation of Tetrahydro-2,5-methanobenzo[c]azepines or Azetotetrahydroisoquinolines via Regio- and Stereoselective Reactions}, url = {https://m2.mtmt.hu/api/publication/30786305}, author = {Kovács, Ervin and Huszka, Balázs and Gáti, Tamás and Nyerges, Miklós and Faigl, Ferenc and Mucsi, Zoltán}, doi = {10.1021/acs.joc.9b00798}, journal-iso = {J ORG CHEM}, journal = {JOURNAL OF ORGANIC CHEMISTRY}, volume = {84}, unique-id = {30786305}, issn = {0022-3263}, abstract = {The present study reports regio- and highly diastereoselective preparative methods for the synthesis of versatile alkaloid-type compounds from oxiranylmethyl tetrahydroisoquinolines. 2,5-Methanobenzo[c]azepines or azetidine-fused heterocycles were synthesized in tandem reactions depending on the absence or presence of a BF3 co-reagent. A high functional group tolerance has also been demonstrated. DFT calculations with an explicit solvent model confirmed the proposed reaction mechanisms and the role of kinetic controls on the stereochemical outcome of the reported new methods.}, year = {2019}, eissn = {1520-6904}, pages = {7100-7112}, orcid-numbers = {Kovács, Ervin/0000-0002-3939-6925; Faigl, Ferenc/0000-0001-7954-3558; Mucsi, Zoltán/0000-0003-3224-8847} } @article{MTMT:30415639, title = {Diastereoselective synthesis of cis-N-Boc-4-aminocyclohexanol with reductive ring opening method using continuous flow}, url = {https://m2.mtmt.hu/api/publication/30415639}, author = {Szabó, Balázs Péter and Tamás, Bálint and Faigl, Ferenc and Éles, János and Greiner, István}, doi = {10.1007/s41981-018-00028-3}, journal-iso = {J FLOW CHEM}, journal = {JOURNAL OF FLOW CHEMISTRY}, volume = {9}, unique-id = {30415639}, issn = {2062-249X}, abstract = {The N-protected cis-4-aminocyclohexanol derivatives have proven to be valuable intermediates in the syntheses of active pharmaceutical ingredients (APIs). A novel continuous flow process for hydrogenation of N-protected 2-oxa-3-azabicyclo[2.2.2]oct-5-ene cycloadducts to the corresponding cis-4-aminocyclohexanols has been reported using H-Cube Pro. A > 99% selectivity towards the desired product was obtained using Raney nickel catalyst cartridge. Under carefully selected hydrogenation parameters the reduction could stop at the also valuable 2-oxa-3-azabicyclo[2.2.2] octane intermediate, with a selectivity of >99%. The N-protected 2-oxa-3-azabicyclo[2.2.2]oct-5-ene producing nitroso hetero-Diels–Alder cycloaddition was also accomplished in a flow system using an Omnifit column packed with MnO2. The two flow reactions were successfully merged in a system, thus the product was obtained in a multistep flow synthesis without any isolation or purification steps. Compared with the previously reported batch processes, the present multistep procedure facilitates an efficient cis selective preparation of numerous synthetically valuable 4-aminocyclohexanol derivatives.}, year = {2019}, eissn = {2063-0212}, pages = {13-17}, orcid-numbers = {Faigl, Ferenc/0000-0001-7954-3558} } @misc{MTMT:31159558, title = {Synthesis of Fluorazone via Tf2O-mediated Cyclizations and their One-pot Copper(I) Chloride Co-catalyzed SM Coupling Reactions}, url = {https://m2.mtmt.hu/api/publication/31159558}, author = {Hergert, Tamás and Faigl, Ferenc and Mátravölgyi, Béla}, unique-id = {31159558}, year = {2018}, orcid-numbers = {Faigl, Ferenc/0000-0001-7954-3558; Mátravölgyi, Béla/0000-0001-8782-7972} }