@article{MTMT:34492221,
	title = {Synthesis of Chroman-2,4-diones via Ring-Opening/Ring-Closing Reaction Involving Palladium-Catalyzed Intramolecular Aryloxycarbonylation},
	url = {https://m2.mtmt.hu/api/publication/34492221},
	author = {Chniti, Sami and Pongrácz, Péter and Kollár, László and Bényei, Attila Csaba and Dörnyei, Ágnes and Takács, Attila},
	doi = {10.1021/acs.joc.3c02337},
	journal-iso = {J ORG CHEM},
	journal = {JOURNAL OF ORGANIC CHEMISTRY},
	volume = {89},
	unique-id = {34492221},
	issn = {0022-3263},
	abstract = {Palladium-catalyzed aminocarbonylation of 3-iodochromone was studied in the presence of primary and secondary  amines using atmospheric pressure of carbon monoxide as a carbonyl source. This procedure successfully provided a library of chromone-3-carboxamides and 3-substituted chroman-2,4-diones in 40 to 92% isolated yields. The reaction proceeded via highly chemoselective aminocarbonylation (up to 100%) in the presence of secondary amines by using monodentate or bidentate phosphine ligands. The tendency of 3-iodochromone substrate to undergo ANRORC rearrangement with N-nucleophiles was crucial to shift the reaction toward an unprecedented chemoselective carbonylative transformation, where a late-stage carbonyl insertion is favored concomitantly to the last ring-closure step. The proposed azaMichael addition/ring-opening/intramolecular aryloxycarbonylation sequence showed compatibility, uniquely, to primary amines when XantPhos was used as a ligand. The solid-state structures of chromone-3-carboxamide (2a) and chroman-2,4-dione (3s) were undoubtedly established by single-crystal XRD analysis. A catalytic cycle was proposed to rationalize the formation of the two types of carbonylated compounds.},
	year = {2024},
	eissn = {1520-6904},
	pages = {1175-1183},
	orcid-numbers = {Pongrácz, Péter/0009-0006-5782-2883; Dörnyei, Ágnes/0000-0002-6552-8522; Takács, Attila/0000-0003-2773-8788}
}

@article{MTMT:34225873,
	title = {Carbon monoxide as a C1 building block in fine chemical synthesis},
	url = {https://m2.mtmt.hu/api/publication/34225873},
	author = {Carrilho, Rui M. B. and Calvete, Mário J. F. and Mikle, Gábor and Kollár, László and Pereira, Mariette M.},
	doi = {10.1002/cjoc.202300384},
	journal-iso = {CHINESE J CHEM},
	journal = {CHINESE JOURNAL OF CHEMISTRY},
	volume = {42},
	unique-id = {34225873},
	issn = {1001-604X},
	abstract = {Carbon monoxide (CO) has become one of the most relevant and versatile renewable C1 building blocks for chemical synthesis, especially in the fine chemicals industry, due to the development of efficient and selective catalysts for its activation. In this review, we present a comprehensive critical analysis of the last 10 years literature on the use of CO as a renewable feedstock for fine chemicals production. The review is organized by type of catalytic reaction, namely alkene and alkyne carbonylation, hydroformylation, carbonylation of aryl halides, carbonylative cross‐coupling and C–H carbonylation. Notable examples of the synthesis of relevant building blocks and/or known pharmaceuticals are highlighted. Emphasis is placed on examples of utilizing CO as the C1 building block in one or more catalytic steps. The catalyst used and the reaction conditions are consistently presented throughout all of the examples.},
	year = {2024},
	eissn = {1614-7065},
	pages = {199-221},
	orcid-numbers = {Carrilho, Rui M. B./0000-0001-9923-359X; Pereira, Mariette M./0000-0003-4958-7677}
}

@{MTMT:34131883,
	title = {Kettős (Spin és Fluoreszcens) Szenzor Molekulák Új Alkalmazása},
	url = {https://m2.mtmt.hu/api/publication/34131883},
	author = {Bencze, Flórián and Bognár, Balázs and Kálai, Tamás and Kollár, László and Nagymihaly, Zoltan and Kunsági-Máté, Sándor},
	booktitle = {A Magyar Szabadgyökkutató Társaság XII. Kongresszusa},
	unique-id = {34131883},
	year = {2023},
	pages = {13-13}
}

@article{MTMT:33752587,
	title = {Palladium-Catalyzed Selective Amino- and Alkoxycarbonylation of Iodoarenes with Aliphatic Aminoalcohols as Heterobifunctional O,N-Nucleophiles},
	url = {https://m2.mtmt.hu/api/publication/33752587},
	author = {Kollár, László and Takács, Attila and Molnár, Csilla and Kovács, Andrew and Mika, László Tamás and Pongrácz, Péter},
	doi = {10.1021/acs.joc.2c02712},
	journal-iso = {J ORG CHEM},
	journal = {JOURNAL OF ORGANIC CHEMISTRY},
	volume = {88},
	unique-id = {33752587},
	issn = {0022-3263},
	abstract = {Palladium-catalyzed amino-and alkoxycarbonyla-tion reactions of aryl iodides were investigated in the presence of aliphatic heterobifunctional N,O-nucleophiles. Selective synthesis of amide alcohols and amide esters was realized, controlled by the base and substrate ratio. The effect of iodobenzene substituents was also studied with surprising results in terms of product selectivity. In addition to the model ethanolamine/iodobenzene system, various heteroaromatic substrates and numerous related nucleophiles were tested under optimized conditions, providing moderate to good yields of the target compounds. Reactions of serinol and 1,3-diamino-2-propanol as model trifunctional compounds showed particularly high chemoselectivity on amide ester products. Considering the coordinative properties of the applied nucleophiles, a rational catalytic cycle was proposed.},
	keywords = {HALIDES; ARYL; hydroformylation; AMINOCARBONYLATION; FORMIC-ACID; Alkynes; Aminophenols; carbonylation reactions; THIOCARBONYLATION},
	year = {2023},
	eissn = {1520-6904},
	pages = {5172-5179},
	orcid-numbers = {Takács, Attila/0000-0003-2773-8788; Pongrácz, Péter/0009-0006-5782-2883}
}

@article{MTMT:33722185,
	title = {A New Application of Spin and Fluorescence Double-Sensor Molecules},
	url = {https://m2.mtmt.hu/api/publication/33722185},
	author = {Bencze, Flórián and Bognár, Balázs and Kálai, Tamás and Kollár, László and Nagymihaly, Zoltan and Kunsági-Máté, Sándor},
	doi = {10.3390/molecules28072978},
	journal-iso = {MOLECULES},
	journal = {MOLECULES},
	volume = {28},
	unique-id = {33722185},
	issn = {1420-3049},
	abstract = {EPR imaging techniques are known to be successful tools for mapping living bodies, especially because of the high transparency of tissues in the microwave range. This technique assumes the presence of radicals whose in vivo transport is also controlled by serum albumins. Accordingly, in this study, the interactions between 3-hydroxymethyl-1-oxyl-4-(pyren-1-yl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole radical and the human serum albumin molecules were investigated. To clarify the adsorption processes of this radical onto the surface of human serum albumin (HSA), the interaction of the OMe derivative of the radical was also examined parallel with the studies on the radical—HSA interactions. Considering the solubility issues and also to modulate the transport, inclusion complexes of the radical with a cavitand derivative were also studied. The latter interactions were observed through fluorescence spectroscopy, fluorescence polarization, and by EPR spectroscopy. As a double-sensor molecule, we found that the fluorophore nitroxide is a good candidate as it gave further information about host-guest interactions (fluorescence, fluorescence polarization, and EPR). We also found that in the presence of a cavitand, a complex with greater stability was formed between the sensor molecule and the human serum albumin. Based on these observations, we can conclude that applying this double-sensor (spin, fluorescent) molecule is useful in cases when different interactions can affect the EPR measurements.},
	year = {2023},
	eissn = {1420-3049}
}

@article{MTMT:33649520,
	title = {Highly Chemoselective One-Step Synthesis of Novel N-Substituted-Pyrrolo[3,4-b]quinoline-1,3-diones via Palladium-Catalyzed Aminocarbonylation/Carbonylative Cyclisation Sequence},
	url = {https://m2.mtmt.hu/api/publication/33649520},
	author = {Chniti, S. and Kollár, László and Bényei, Attila Csaba and Dörnyei, Ágnes and Takács, Attila},
	doi = {10.1002/ejoc.202201374},
	journal-iso = {EUR J ORG CHEM},
	journal = {EUROPEAN JOURNAL OF ORGANIC CHEMISTRY},
	volume = {26},
	unique-id = {33649520},
	issn = {1434-193X},
	abstract = {Novel N-substituted pyrrolo[3,4-b]quinoline-1,3-diones have been prepared via a highly chemoselective palladium-catalyzed carbonylative imidazation-cyclization reaction in a one-pot synthetic approach. This methodology, which has been applied for the first time to access such original scaffolds through two different protocols involving 3-bromo-2-iodoquinoline, as a typical partner, primary amines, and atmospheric or high carbon monoxide pressure (20 bar), has shown an excellent tolerance for many functional groups. The use of bidentate ligands such as XantPhos and dppp, either under atmospheric or high-pressure conditions, provides a wide range of carbonylated compounds in good to excellent yields (up to 82 %). Furthermore, some new quinoline-2,3-dicarboxamides have been isolated as side products in very low yields and have been fully characterized. The solid state structures of three of the synthesized acridinimides have been unequivocally established by single-crystal XRD analysis. © 2023 The Authors. European Journal of Organic Chemistry published by Wiley-VCH GmbH.},
	keywords = {PALLADIUM; HETEROCYCLES; carbon monoxide; CYCLIZATION; AMINOCARBONYLATION},
	year = {2023},
	eissn = {1099-0690},
	orcid-numbers = {Dörnyei, Ágnes/0000-0002-6552-8522; Takács, Attila/0000-0003-2773-8788}
}

@article{MTMT:33636217,
	title = {Carboxamide formation in less favoured positions: Facile synthesis of 7-carboxamidochenodeoxycholanic acid derivatives},
	url = {https://m2.mtmt.hu/api/publication/33636217},
	author = {Bede, Fanni and Mahó, Sándor and Sándor, Viktor and Mikle, Gábor and Kollár, László},
	doi = {10.1016/j.tet.2023.133292},
	journal-iso = {TETRAHEDRON},
	journal = {TETRAHEDRON},
	volume = {133},
	unique-id = {33636217},
	issn = {0040-4020},
	year = {2023},
	eissn = {1464-5416}
}

@article{MTMT:33573010,
	title = {Unexpected selectivities in transition metal-catalyzed hydroformylation of vinyl-substituted cavitands},
	url = {https://m2.mtmt.hu/api/publication/33573010},
	author = {Szuroczki, Péter and Takátsy, A. and Csók, Zsolt and Kégl, Tímea and Kollár, László},
	doi = {10.1016/j.mcat.2022.112837},
	journal-iso = {MOL CATAL},
	journal = {MOLECULAR CATALYSIS},
	volume = {535},
	unique-id = {33573010},
	issn = {2468-8231},
	year = {2023},
	eissn = {2468-8274}
}

@article{MTMT:33570635,
	title = {Alkyl Levulinates and 2-Methyltetrahydrofuran: Possible Biomass-Based Solvents in Palladium-Catalyzed Aminocarbonylation},
	url = {https://m2.mtmt.hu/api/publication/33570635},
	author = {Uzunlu, N. and Pongrácz, Péter and Kollár, László and Takács, Attila},
	doi = {10.3390/molecules28010442},
	journal-iso = {MOLECULES},
	journal = {MOLECULES},
	volume = {28},
	unique-id = {33570635},
	issn = {1420-3049},
	abstract = {In this research, ethyl levulinate, methyl levulinate, and 2-methyltetrahydrofuran as bio-derived hemicellulose-based solvents were applied as green alternatives in palladium-catalyzed aminocarbonylation reactions. Iodobenzene and morpholine were used in optimization reactions under different conditions, such as temperatures, pressures, and ligands. It was shown that the XantPhos ligand had a great influence on conversion (98%) and chemoselectivity (100% carboxamide), compared with the monodentate PPh3. Following this study, the optimized conditions were used to extend the scope of substrates with nineteen candidates (various para-, ortho-, and meta-substituted iodobenzene derivatives and iodo-heteroarenes), as well as eight different amine nucleophiles. © 2023 by the authors.},
	keywords = {PALLADIUM; PALLADIUM; PALLADIUM; CATALYSIS; CATALYSIS; BIOMASS; BIOMASS; solvent; Solvents; AMIDES; homogeneous catalysis; AMINOCARBONYLATION; IODOBENZENE; green solvents; 2-methyltetrahydrofuran; Iodobenzenes},
	year = {2023},
	eissn = {1420-3049},
	orcid-numbers = {Pongrácz, Péter/0009-0006-5782-2883; Takács, Attila/0000-0003-2773-8788}
}

@article{MTMT:33550159,
	title = {Voltammetric and Fluorimetric Studies of Dibenzoylmethane on Glassy Carbon Electrodes and Its Interaction with Tetrakis (3,5-Dicarboxyphenoxy) Cavitand Derivative},
	url = {https://m2.mtmt.hu/api/publication/33550159},
	author = {Kiss, László and Nagymihaly, Zoltan and Kollár, László and Kunsági-Máté, Sándor},
	doi = {10.3390/molecules28010185},
	journal-iso = {MOLECULES},
	journal = {MOLECULES},
	volume = {28},
	unique-id = {33550159},
	issn = {1420-3049},
	abstract = {Due to the medical importance of dibenzoylmethane, one of the aims of the study was to find an appropriate packing material and a biologically friendly co-solvent to help its introduction into living systems. Accordingly, redox properties of dibenzoylmethane were investigated on glassy carbon electrodes in acetonitrile and in 1-propanol with cyclic voltammetry, and showed a diffusion-controlled process. In the anodic window, an oxidation peak appeared at around 1.9 V in both solvents. Cycling repeatedly between 0 and 2 V, the reproducibility of this peak was acceptable, but when extending the window to higher potentials, the electrode deactivated, obviously due to electrode material. The addition of the investigated tetrakis(3,5-dicarboxyphenoxy) cavitand did not significantly change the voltammograms. Further electrochemical experiments showed that the coexistence of water in acetonitrile and 1-propanol drastically reduces the solubility of dibenzoylmethane. Moreover, very rapid electrode deactivation occurred and this fact made the use of electrochemical methods complicated. Considering that both the cavitand and dibenzoylmethane are soluble in dimethyl sulfoxide, the interaction of these species was investigated and formation of stable complexes was detected. This observation was verified with fluorescence quenching studies. The mixture of water and dimethyl sulphoxide also dramatically improved the solubility of the cavitand–dibenzoylmethane complex at high excess of water. The addition of cavitand improved the solubility of dibenzoylmethane, a property which supports the application of dibenzoylmethane in therapy.},
	year = {2023},
	eissn = {1420-3049}
}