@article{MTMT:36203475, title = {Lipase-catalyzed Strategies for the Preparation of Key Intermediates for the Synthesis of the Taxol Side Chain}, url = {https://m2.mtmt.hu/api/publication/36203475}, author = {Shahmohammadi, Sayeh and Orsy, György and Forró, Enikő}, doi = {10.2174/0118756298317278240913071521}, journal-iso = {MINI-REV ORG CHEM}, journal = {MINI-REVIEWS IN ORGANIC CHEMISTRY}, volume = {23}, unique-id = {36203475}, issn = {1570-193X}, year = {2026}, eissn = {1875-6298}, pages = {1-9}, orcid-numbers = {Shahmohammadi, Sayeh/0000-0001-7681-5458; Forró, Enikő/0000-0001-6796-3889} } @article{MTMT:34060723, title = {Continuous-flow regioselective reductive alkylation of oxindole with alcohols and aldehydes in a fast and economical manner}, url = {https://m2.mtmt.hu/api/publication/34060723}, author = {Mándoki, András and Orsy, György and Pászti, Zoltán and Porcs-Makkay, Márta and Bogdán, Dóra and Simig, Gyula and Mándity, István and Volk, Balázs}, doi = {10.1055/a-2122-4080}, journal-iso = {SYNTHESIS-STUTTGART}, journal = {SYNTHESIS-STUTTGART}, volume = {55}, unique-id = {34060723}, issn = {0039-7881}, abstract = {Oxindole is a widely used scaffold in drug discovery, which can be found in several marketed drugs, among them the widely used sunitinib or ziprasidone. Thus, the derivatization of oxindole is of considerable current interest. The extreme reaction conditions (high temperature, high pressure), described in the literature for the batchwise regioselective multistep 3-alkylation of oxindole with alcohols in the presence of Raney nickel, motivated us to develop a robust, time- and cost-efficient continuous-flow variant for this reaction. In addition, the continuous-flow technology was also extended to the reductive 3-alkylation of oxindole with aldehydes. The elaborated methodology allows the safe use of Raney nickel, this cheap and widely applied, albeit pyrophoric catalyst. Under the optimized reaction conditions, 10 oxindole derivatives were synthesized ranging from simple 3-alkyl to 3-aralkyl derivatives including two (trifluoromethyl)benzyl congeners. The technology is considerably robust and the catalyst showed a long-term usability. The model reaction between oxindole and acetaldehyde could be run for 19 h uninterruptedly, rendering possible the efficient ethylation of about 20 g oxindole utilizing only approximately 800 mg of Raney nickel.}, year = {2023}, eissn = {1437-210X}, pages = {4025-4033}, orcid-numbers = {Bogdán, Dóra/0000-0003-4455-8914; Simig, Gyula/0000-0002-2569-6476; Mándity, István/0000-0003-2865-6143; Volk, Balázs/0000-0002-2019-1874} } @article{MTMT:34082152, title = {A Sustainable Green Enzymatic Method for Amide Bond Formation}, url = {https://m2.mtmt.hu/api/publication/34082152}, author = {Orsy, György and Shahmohammadi, Sayeh and Forró, Enikő}, doi = {10.3390/molecules28155706}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {28}, unique-id = {34082152}, issn = {1431-5157}, abstract = {A sustainable enzymatic strategy for the preparation of amides by using Candida antarctica lipase B as the biocatalyst and cyclopentyl methyl ether as a green and safe solvent was devised. The method is simple and efficient and it produces amides with excellent conversions and yields without the need for intensive purification steps. The scope of the reaction was extended to the preparation of 28 diverse amides using four different free carboxylic acids and seven primary and secondary amines, including cyclic amines. This enzymatic methodology has the potential to become a green and industrially reliable process for direct amide synthesis.}, year = {2023}, eissn = {1420-3049}, orcid-numbers = {Shahmohammadi, Sayeh/0000-0001-7681-5458; Forró, Enikő/0000-0001-6796-3889} } @article{MTMT:34123133, title = {Lipase-Catalyzed Strategies for the Preparation of Enantiomeric THIQ and THβC Derivatives: Green Aspects}, url = {https://m2.mtmt.hu/api/publication/34123133}, author = {Orsy, György and Forró, Enikő}, doi = {10.3390/molecules28176362}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {28}, unique-id = {34123133}, issn = {1431-5157}, abstract = {This report reviews the most important lipase-catalyzed strategies for the preparation of pharmaceutically and chemically important tetrahydroisoquinoline and tetrahydro-β-carboline enantiomers through O-acylation of the primary hydroxy group, N-acylation of the secondary amino group, and COOEt hydrolysis of the corresponding racemic compounds with simple molecular structure, which have been reported during the last decade. A brief introduction describes the importance and synthesis of tetrahydroisoquinoline and tetrahydro-β-carboline derivatives, and it formulates the objectives of this compilation. The strategies are presented in chronological order, classified according to function of the reaction type, as kinetic and dynamic kinetic resolutions, in the main text. These reactions result in the desired products with excellent ee values. The pharmacological importance of the products together with their synthesis is given in the main text. The enzymatic hydrolysis of the hydrochloride salts as racemates of the starting amino carboxylic esters furnished the desired enantiomeric amino carboxylic acids quantitatively. The enzymatic reactions, performed in tBuOMe or H2O as usable solvents, and the transformations carried out in a continuous-flow system, indicate clear advantages, including atom economy, reproducibility, safer solvents, short reaction time, rapid heating and compression vs. shaker reactions. These features are highlighted in the main text.}, year = {2023}, eissn = {1420-3049}, orcid-numbers = {Forró, Enikő/0000-0001-6796-3889} } @article{MTMT:31816807, title = {Continuous-Flow Synthesis of Thioureas, Enabled by Aqueous Polysulfide Solution}, url = {https://m2.mtmt.hu/api/publication/31816807}, author = {Németh, András György and Szabó, Renáta and Orsy, György and Mándity, István and Keserű, György Miklós and Ábrányi-Balogh, Péter}, doi = {10.3390/molecules26020303}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {26}, unique-id = {31816807}, issn = {1431-5157}, year = {2021}, eissn = {1420-3049}, orcid-numbers = {Mándity, István/0000-0003-2865-6143; Keserű, György Miklós/0000-0003-1039-7809} } @mastersthesis{MTMT:32852862, title = {Continuous-flow methodologies for deuteration of haloarenes, N-acetyaltion and amide formation reactions [Folyamatos áramú szintéziseljárások haloarének deuterálásra, N-acetilációra és amid képződési reakcióra]}, url = {https://m2.mtmt.hu/api/publication/32852862}, author = {Orsy, György}, doi = {10.14232/phd.10728}, publisher = {SZTE}, unique-id = {32852862}, year = {2021} } @article{MTMT:31346572, title = {N-Acetylation of Amines in Continuous-Flow with Acetonitrile-No Need for Hazardous and Toxic Carboxylic Acid Derivatives}, url = {https://m2.mtmt.hu/api/publication/31346572}, author = {Orsy, György and Fülöp, Ferenc and Mándity, István}, doi = {10.3390/molecules25081985}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {25}, unique-id = {31346572}, issn = {1431-5157}, abstract = {A continuous-flow acetylation reaction was developed, applying cheap and safe reagent, acetonitrile as acetylation agent and alumina as catalyst. The method developed utilizes milder reagent than those used conventionally. The reaction was tested on various aromatic and aliphatic amines with good conversion. The catalyst showed excellent reusability and a scale-up was also carried out. Furthermore, a drug substance (paracetamol) was also synthesized with good conversion and yield.}, keywords = {Chemistry; TECHNOLOGY; Acetylation; Nitriles; EFFICIENT; solvent; CATALYST; ionic liquids; Flow chemistry; GREEN; ACETONITRILE; Biochemistry & Molecular Biology; SAFE; PHOTOCATALYTIC TRIFLUOROMETHYLATION}, year = {2020}, eissn = {1420-3049}, orcid-numbers = {Fülöp, Ferenc/0000-0003-1066-5287; Mándity, István/0000-0003-2865-6143} } @article{MTMT:31665283, title = {Direct amide formation in a continuous-flow system mediated by carbon disulfide}, url = {https://m2.mtmt.hu/api/publication/31665283}, author = {Orsy, György and Fülöp, Ferenc and Mándity, István}, doi = {10.1039/d0cy01603a}, journal-iso = {CATAL SCIENCE & TECHNOLOGY}, journal = {CATALYSIS SCIENCE & TECHNOLOGY}, volume = {23}, unique-id = {31665283}, issn = {2044-4753}, year = {2020}, eissn = {2044-4761}, pages = {7814-7818}, orcid-numbers = {Fülöp, Ferenc/0000-0003-1066-5287; Mándity, István/0000-0003-2865-6143} } @article{MTMT:30638150, title = {Continuous-flow catalytic deuterodehalogenation carried out in propylene carbonate}, url = {https://m2.mtmt.hu/api/publication/30638150}, author = {Orsy, György and Fülöp, Ferenc and Mándity, István}, doi = {10.1039/c8gc03192d}, journal-iso = {GREEN CHEM}, journal = {GREEN CHEMISTRY}, volume = {21}, unique-id = {30638150}, issn = {1463-9262}, abstract = {A selective continuous-flow (CF) deuterodehalogenation approach is described performed in propylene carbonate, which is considered as one of the greenest solvents. Various CF technologies are known for hydrodehalogenation reactions; however, they are not directly transferable for deuteration transformations. A novel spherical activated carbon-supported palladium catalyst has been found to be useful for the catalytic deuterodehalogenation of haloarenes. After careful reaction parameter optimization, complete conversion was achieved for bromine-and chlorine-substituted haloarenes. Nonetheless, no deuterium exchange was observed for the fluorine substituent, while iodine-substituted compounds poisoned the catalyst. Importantly, deuterated compounds were obtained with a rate of 3 mg min-1 and the catalyst showed reasonable reusability. Moreover, benzylic amides were also deuterated without any debenzylation side-reaction.}, keywords = {Chemistry; DEUTERIUM; protecting group; AEROBIC OXIDATION; BATCH; PARTICLE-SIZE; Chemistry, Multidisciplinary; deutetrabenazine; SPHERICAL ACTIVATED CARBONS; SELECTIVE DEUTERATION}, year = {2019}, eissn = {1463-9270}, pages = {956-961}, orcid-numbers = {Fülöp, Ferenc/0000-0003-1066-5287; Mándity, István/0000-0003-2865-6143} } @article{MTMT:2985673, title = {Stereo- and Regiocontrolled Syntheses of Exomethylenic Cyclohexane β-Amino Acid Derivatives}, url = {https://m2.mtmt.hu/api/publication/2985673}, author = {Kiss, Loránd and Forró, Enikő and Orsy, György and Ábrahámi, Renáta and Fülöp, Ferenc}, doi = {10.3390/molecules201219749}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {20}, unique-id = {2985673}, issn = {1431-5157}, year = {2015}, eissn = {1420-3049}, pages = {21094-21102}, orcid-numbers = {Forró, Enikő/0000-0001-6796-3889; Fülöp, Ferenc/0000-0003-1066-5287} }