TY - JOUR AU - Piros, László AU - Krajsovszky, Gábor AU - Bogdán, Dóra AU - Gáti, T. AU - Szabó, P. AU - Horváth, Péter AU - Mándity, István TI - Energy-Efficient Synthesis of Haloquinazolines and Their Suzuki Cross-Coupling Reactions in Propylene Carbonate JF - CHEMISTRYSELECT J2 - CHEMISTRYSELECT VL - 9 PY - 2024 IS - 10 PG - 6 SN - 2365-6549 DO - 10.1002/slct.202304969 UR - https://m2.mtmt.hu/api/publication/34744209 ID - 34744209 AB - Comparative synthesis of some new quinazoline derivatives via tetrakis(triphenylphosphine)palladium(0) catalysed Suzuki-Miyaura cross-coupling reaction in “green” propylene carbonate (PC) and dimethoxyethane. Three haloquinazolines were synthesised for Suzuki-cross-coupling from 5-bromoanthranilic acid. Sufficient and easy method for the elimination of PC is developed, thus the optimization of the synthesis of some quinazoline derivatives was carried out. Reactions with 2-chloro-6-bromo-3-phenylquinazolin-4(3H)-one proceeded faster and with a higher yield in PC than in dimethoxyethane, thus for some reactants PC is a good choice for greener synthesis. Practical considerations for using PC include shorter reaction times, improved yields, and the elimination of unnecessary solvent distillation, leading to significant energy savings. This facilitates the execution of energy-efficient reactions in a notably environmentally friendly solvent. In contrast to DME, the use of PC does not necessitate special pre-treatments. Moreover, less PC is required due to its high boiling point and low volatility. Considering these properties, coupled with the consistent need for chromatographic purification, the use of PC in the Suzuki-Miyaura cross-coupling reaction emerges as a superior and greener alternative compared to DME. © 2024 The Authors. ChemistrySelect published by Wiley-VCH GmbH. LA - English DB - MTMT ER - TY - BOOK AU - Balogh, Balázs AU - Bogdán, Dóra AU - Czompa, Andrea AU - Deme, Ruth AU - Dunkel, Petra AU - Kaleta, Zoltán AU - Varró, Nikolett AU - Krajsovszky, Gábor AU - Mándity, István AU - Pollák, Patrik TI - Szerves kémia szemináriumok I. PB - Semmelweis Egyetem CY - Budapest PY - 2023 SN - 9786155722301 UR - https://m2.mtmt.hu/api/publication/34433118 ID - 34433118 LA - Hungarian DB - MTMT ER - TY - BOOK AU - Balogh, Balázs AU - Bogdán, Dóra AU - Czompa, Andrea AU - Deme, Ruth AU - Dunkel, Petra AU - Ivánczi, Márton AU - Kárpáti, Levente AU - Krajsovszky, Gábor AU - Mándity, István AU - Tétényi, Péter TI - Organic chemistry test questions. Semmelweis University, Faculty of Pharmaceutical Sciences, Department of Organic Chemistry PB - Semmelweis Kiadó CY - Budapest PY - 2023 SN - 9786155722295 UR - https://m2.mtmt.hu/api/publication/34315226 ID - 34315226 LA - English DB - MTMT ER - TY - BOOK AU - Balogh, Balázs AU - Bogdán, Dóra AU - Czompa, Andrea AU - Deme, Ruth AU - Dunkel, Petra AU - Ivánczi, Márton AU - Kárpáti, Levente AU - Krajsovszky, Gábor AU - Mándity, István AU - Tétényi, Péter TI - Szerves kémia tesztfeladatok PB - Semmelweis Egyetem CY - Budapest PY - 2023 SN - 9786155722288 UR - https://m2.mtmt.hu/api/publication/34186753 ID - 34186753 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Mándoki, András AU - Orsy, György AU - Pászti, Zoltán AU - Porcs-Makkay, Márta AU - Bogdán, Dóra AU - Simig, Gyula AU - Mándity, István AU - Volk, Balázs TI - Continuous-flow regioselective reductive alkylation of oxindole with alcohols and aldehydes in a fast and economical manner JF - SYNTHESIS-STUTTGART J2 - SYNTHESIS-STUTTGART VL - 55 PY - 2023 IS - 23 SP - 4025 EP - 4033 PG - 9 SN - 0039-7881 DO - 10.1055/a-2122-4080 UR - https://m2.mtmt.hu/api/publication/34060723 ID - 34060723 N1 - Artificial Transporters Research Group, Research Centre for Natural Sciences, Magyar tudósok krt. 2, Budapest, 1117, Hungary Department of Organic Chemistry, Faculty of Pharmacy, Semmelweis University, HÅgyes Endre u. 7, Budapest, 1092, Hungary Renewable Energy Research Group, Research Centre for Natural Sciences, Magyar tudósok krt. 2, Budapest, 1117, Hungary Directorate of Drug Substance Development, Egis Pharmaceuticals Plc., P.O. Box 100, Budapest, 1475, Hungary Export Date: 28 February 2024 CODEN: SYNTB Correspondence Address: Mándity, I.; Artificial Transporters Research Group, tudósok krt. 2, Hungary; email: mandity.istvan@ttk.hu AB - 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. LA - English DB - MTMT ER - TY - JOUR AU - Kontra, Bence AU - Bogdán, Dóra AU - Alaghehmand, Behta AU - Csomos, Attila AU - Dunkel, Petra TI - Synthesis and characterization of 8-aminoquinoline photocages for biological applications JF - TETRAHEDRON LETTERS J2 - TETRAHEDRON LETT VL - 124 PY - 2023 PG - 5 SN - 0040-4039 DO - 10.1016/j.tetlet.2023.154587 UR - https://m2.mtmt.hu/api/publication/33961930 ID - 33961930 N1 - Funding Agency and Grant Number: National Research, Develop- ment and Innovation Office (NKFIH) [SNN 135825, JNKP-21-5, JNKP-22-3]; National Research, Development and Innovation Office (NKFIH) [SNN 135825]; New National Excellence Program [JNKP-21-5, JNKP-22-3]; source of the National Research, Development and Innovation Fund [KDP-2021]; Janos Bolyai Research Scholarship of the Hungarian Academy of Sciences Funding text: This research was funded by the National Research, Development and Innovation Office (NKFIH) grant number SNN 135825 and supported by the [JNKP-21-5 (P.D.) , [JNKP-22-3 (B.K.) New National Excellence Program and by the KDP-2021 Program of the Ministry of Innovation and Technology from the source of the National Research, Development and Innovation Fund. P.D. was recipient of the Janos Bolyai Research Scholarship of the Hungarian Academy of Sciences. The contribution of our students (Dora Csor- ba, Martina Cavaliere) to the synthetic work is gratefully acknowledged. The authors thank Dr. Tamas Gati for the measurement and assignment of NMR spectra. LA - English DB - MTMT ER - TY - JOUR AU - Udyavara Nagaraj, Vignesh AU - Juhász, Tünde AU - Quemé Peña, Mayra AU - Szigyártó, Imola Csilla AU - Bogdán, Dóra AU - Wacha, András Ferenc AU - Mihály, Judith AU - Románszki, Loránd AU - Varga, Zoltán AU - Andréasson, Joakim AU - Mándity, István AU - Beke-Somfai, Tamás TI - Stimuli-Responsive Membrane Anchor Peptide Nanofoils for Tunable Membrane Association and Lipid Bilayer Fusion JF - ACS APPLIED MATERIALS & INTERFACES J2 - ACS APPL MATER INTER VL - 14 PY - 2022 IS - 50 SP - 55320 EP - 55331 PG - 12 SN - 1944-8244 DO - 10.1021/acsami.2c11946 UR - https://m2.mtmt.hu/api/publication/33369174 ID - 33369174 N1 - Institute of Materials and Environmental Chemistry, Research Centre for Natural Sciences, Budapest, H-1117, Hungary Hevesy György Ph.D. School of Chemistry, Eötvös Loránd University, Budapest, H-1117, Hungary Department of Organic Chemistry, Faculty of Pharmacy, Semmelweis University, Budapest, H-1092, Hungary Department of Chemistry and Chemical Engineering, Physical Chemistry, Chalmers University of Technology, Gothenburg, SE-412 96, Sweden Cited By :2 Export Date: 15 November 2023 Correspondence Address: Beke-Somfai, T.; Institute of Materials and Environmental Chemistry, Hungary; email: beke-somfai.tamas@ttk.hu LA - English DB - MTMT ER - TY - JOUR AU - Bogdán, Dóra AU - Kontra, Bence AU - Csomos, Attila AU - Kovács, Ervin AU - Mucsi, Zoltán AU - Dunkel, Petra TI - 3-Aminopropylazetidines: facile synthesis and application for medicinal chemical purposes JF - ARKIVOC J2 - ARKIVOC VL - 2022 PY - 2022 IS - 3 SP - 272 EP - 287 PG - 17 SN - 1551-7012 DO - 10.24820/ark.5550190.p011.900 UR - https://m2.mtmt.hu/api/publication/33289419 ID - 33289419 LA - English DB - MTMT ER - TY - JOUR AU - Udyavara Nagaraj, Vignesh AU - Juhász, Tünde AU - Quemé Peña, Mayra AU - Szigyártó, Imola Csilla AU - Bogdán, Dóra AU - Wacha, András Ferenc AU - Mihály, Judith AU - Románszki, Loránd AU - Varga, Zoltán AU - Mándity, István AU - Beke-Somfai, Tamás TI - Sel-assembled Peptide Bilayer for Photo-reversible Association on Lipid Membranes JF - JOURNAL OF PEPTIDE SCIENCE J2 - J PEPT SCI VL - 28 PY - 2022 IS - Suppl.3. SN - 1075-2617 DO - 10.1002/psc.3445 UR - https://m2.mtmt.hu/api/publication/33191148 ID - 33191148 LA - English DB - MTMT ER - TY - CHAP AU - Bogdán, Dóra AU - Kárpáti, Levente AU - Mándity, István TI - Toward the green synthesis of peptides and peptidic drugs T2 - Contemporary Chemical Approaches for Green and Sustainable Drugs PB - Elsevier CY - Amsterdam SN - 9780128222485 PY - 2022 SP - 421 EP - 456 PG - 36 SN - 9780128222485 DO - 10.1016/B978-0-12-822248-5.00002-4 UR - https://m2.mtmt.hu/api/publication/33096693 ID - 33096693 N1 - Department of Organic Chemistry, Faculty of Pharmacy, Semmelweis University, Budapest, Hungary TTK Lendület Artificial Transporters Research Group, Institute of Materials and Environmental Chemistry, Research Centre for Natural Sciences, Budapest, Hungary Export Date: 26 January 2023 LA - English DB - MTMT ER -