@article{MTMT:34744209, title = {Energy-Efficient Synthesis of Haloquinazolines and Their Suzuki Cross-Coupling Reactions in Propylene Carbonate}, url = {https://m2.mtmt.hu/api/publication/34744209}, author = {Piros, László and Krajsovszky, Gábor and Bogdán, Dóra and Gáti, T. and Szabó, P. and Horváth, Péter and Mándity, István}, doi = {10.1002/slct.202304969}, journal-iso = {CHEMISTRYSELECT}, journal = {CHEMISTRYSELECT}, volume = {9}, unique-id = {34744209}, issn = {2365-6549}, abstract = {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.}, keywords = {PALLADIUM; cross-coupling; QUINAZOLINE; Green chemistry, Propylene carbonate}, year = {2024}, eissn = {2365-6549}, orcid-numbers = {Krajsovszky, Gábor/0000-0002-3224-4566; Bogdán, Dóra/0000-0003-4455-8914; Horváth, Péter/0000-0001-7149-4173; Mándity, István/0000-0003-2865-6143} } @article{MTMT:34035454, title = {The synthesis of pharmacologically important oxindoles via the asymmetric aldol reaction of isatin and the investigation of the organocatalytic activity of new alicyclic β-amino acid derivatives}, url = {https://m2.mtmt.hu/api/publication/34035454}, author = {Faragó, Tünde and Remete, Attila Márió and Szatmári, István and Ambrus, Rita and Palkó, Márta}, doi = {10.1039/D3RA03528J}, journal-iso = {RSC ADV}, journal = {RSC ADVANCES}, volume = {13}, unique-id = {34035454}, issn = {2046-2069}, abstract = {This work involves the synthesis and subsequent development of a number of novel organocatalysts generated from β-amino acids bearing diendo and diexo norbornene skeletons to improve their catalytic characteristics.}, year = {2023}, eissn = {2046-2069}, pages = {19356-19365}, orcid-numbers = {Faragó, Tünde/0000-0002-3052-8258; Remete, Attila Márió/0000-0001-6388-0197; Szatmári, István/0000-0002-8571-5229; Palkó, Márta/0000-0002-8265-7377} } @article{MTMT:32600867, title = {Amide bonds meet flow chemistry: a journey into methodologies and sustainable evolution}, url = {https://m2.mtmt.hu/api/publication/32600867}, author = {Alfano, Antonella Ilenia and Lange, Heiko and Brindisi, Margherita}, doi = {10.1002/cssc.202102708}, journal-iso = {CHEMSUSCHEM}, journal = {CHEMSUSCHEM}, volume = {15}, unique-id = {32600867}, issn = {1864-5631}, year = {2022}, eissn = {1864-564X} } @article{MTMT:33003341, title = {Recent Advances in the Solid- and Solution-Phase Synthesis of Peptides and Proteins Using Microflow Technology}, url = {https://m2.mtmt.hu/api/publication/33003341}, author = {Masui, H. and Fuse, S.}, doi = {10.1021/acs.oprd.2c00074}, journal-iso = {ORG PROCESS RES DEV}, journal = {ORGANIC PROCESS RESEARCH & DEVELOPMENT}, volume = {26}, unique-id = {33003341}, issn = {1083-6160}, year = {2022}, eissn = {1520-586X}, pages = {1751-1765} } @article{MTMT:32056320, title = {"Doubly Customizable" Unit for the Generation of Structural Diversity: From Pure Enantiomeric Amines to Peptide Derivatives}, url = {https://m2.mtmt.hu/api/publication/32056320}, author = {Hernandez, Dacil and Carro, Carmen and Boto, Alicia}, doi = {10.1021/acs.joc.0c02751}, journal-iso = {J ORG CHEM}, journal = {JOURNAL OF ORGANIC CHEMISTRY}, volume = {86}, unique-id = {32056320}, issn = {0022-3263}, abstract = {Readily available, low-cost 4R-hydroxy-L-proline (Hyp) is introduced as a "doubly customizable" unit for the generation of libraries of structurally diverse compounds. Hyp can be cleaved at two points, followed by the introduction of new functionalities. In the first cycle, the removal and replacement of the carboxylic group are carried out, followed (second cycle) by the scission of the 4,5-position and manipulation of the resulting chains. In this way, three new chains are generated and can be transformed independently to afford a diversity of products with tailored substituents, such as beta-amino aldehydes, diamines, beta-amino acid derivatives, including N-alkylated ones, or modified peptides. Many of these products are high-profit compounds but, in spite of their commercial value, are still scarce. Moreover, the process takes place with stereochemical control, and either pure R or S isomers can be obtained with small variations of the synthetic route.}, year = {2021}, eissn = {1520-6904}, pages = {2796-2809}, orcid-numbers = {Boto, Alicia/0000-0002-7120-679X} } @article{MTMT:31831955, title = {Polymerization‐Driven Photoluminescence in Alkanolamine‐Based C‐Dots}, url = {https://m2.mtmt.hu/api/publication/31831955}, author = {Ludmerczki, Róbert and Malfatti, Luca and Stagi, Luigi and Meloni, Manuela and Carbonaro, Carlo Maria and Casula, Maria Francesca and Bogdán, Dóra and Mura, Stefania and Mándity, István and Innocenzi, Plinio}, doi = {10.1002/chem.202004465}, journal-iso = {CHEM-EUR J}, journal = {CHEMISTRY-A EUROPEAN JOURNAL}, volume = {27}, unique-id = {31831955}, issn = {0947-6539}, year = {2021}, eissn = {1521-3765}, pages = {2543-2550}, orcid-numbers = {Malfatti, Luca/0000-0001-6901-8506; Stagi, Luigi/0000-0002-7238-8425; Carbonaro, Carlo Maria/0000-0001-6353-6409; Casula, Maria Francesca/0000-0002-2973-0002; Bogdán, Dóra/0000-0003-4455-8914; Mura, Stefania/0000-0002-4459-386X; Mándity, István/0000-0003-2865-6143; Innocenzi, Plinio/0000-0003-2300-4680} } @article{MTMT:31486601, title = {One-Pot Ring-Opening Peptide Synthesis Using alpha,alpha-Difluoro-beta-Lactams}, url = {https://m2.mtmt.hu/api/publication/31486601}, author = {Tarui, Atsushi and Ueo, Masakazu and Morikawa, Marino and Tsuta, Masahiko and Iwasaki, Sumika and Morishita, Noriko and Karuo, Yukiko and Sato, Kazuyuki and Kawai, Kentaro and Omote, Masaaki}, doi = {10.1055/s-0040-1707238}, journal-iso = {SYNTHESIS-STUTTGART}, journal = {SYNTHESIS-STUTTGART}, volume = {52}, unique-id = {31486601}, issn = {0039-7881}, abstract = {alpha,alpha-Difluoro-beta-lactams successfully underwent ring-opening aminolysis with various amino acids in 2,2,2-trifluoroethanol to afford fluorine-containing peptides. In this aminolysis, it was found that 2,2,2-trifluoroethanol first attacked the alpha,alpha-difluoro-beta-lactams with cleavage of lactam ring to form the corresponding open-chain 2,2,2-trifluoroethyl esters as reactive intermediates. The trifluoroethyl esters were more electrophilic compared with the corresponding methyl ester and thereby accelerated the aminolysis with various amino acids to form beta-amino acid peptides with alpha,alpha-difluoromethylene unit.}, keywords = {PEPTIDE; beta-amino acid; fluorine; 2,2,2-Trifluoroethanol; alpha,alpha-difluoro-beta-lactam}, year = {2020}, eissn = {1437-210X}, pages = {3657-3666} } @article{MTMT:31261295, title = {The achiral beta-alanine self organizes into supramolecular helical chains in crystallized achiral beta-alaninium inorganic/organic acid compounds}, url = {https://m2.mtmt.hu/api/publication/31261295}, author = {Zheng, C. and Sun, H. and Ma, J. and Bi, X. and Tang, Y. and Shan, B. and Zheng, Chunying and Sun, Haofen and Ma, Jiping and Bi, Xuejun and Tang, Yizhen and Shan, Bin}, doi = {10.1016/j.molstruc.2019.126920}, journal-iso = {J MOL STRUCT}, journal = {JOURNAL OF MOLECULAR STRUCTURE}, volume = {1199}, unique-id = {31261295}, issn = {0022-2860}, abstract = {Helical structures play essential roles in biological systems and the potential physical and chemical properties. The single-stranded and double-stranded supramolecular helical chains are found in six achiral beta-alanine-inorganic-acid (beta-AIA) compounds and one achiral beta-alanine-organic-acid (beta-AOA) compound. The supramolecular helical models of those beta-alanine-acid compounds are classified into four types. And, the law of supramolecular assembly of helical chains in beta-alanine-acid compounds is also summarized. (C) 2019 Elsevier B.V. All rights reserved.}, keywords = {helical structures; beta-alanine; The double-stranded supramolecular helicalchain; The single-stranded supramolecular helical chain}, year = {2020}, eissn = {1872-8014} } @article{MTMT:31261293, title = {The self-assembly of supramolecular helical chains in crystallized compounds of methionine with inorganic/organic acids}, url = {https://m2.mtmt.hu/api/publication/31261293}, author = {Zheng, C. and Liu, C. and Zhang, X.}, doi = {10.1016/j.molstruc.2020.127847}, journal-iso = {J MOL STRUCT}, journal = {JOURNAL OF MOLECULAR STRUCTURE}, volume = {1207}, unique-id = {31261293}, issn = {0022-2860}, year = {2020}, eissn = {1872-8014} } @article{MTMT:31261294, title = {The self organizing of supramolecular helical chains in crystallized eighteen compounds of L-alanine with inorganic/organic acids}, url = {https://m2.mtmt.hu/api/publication/31261294}, author = {Zheng, C. and Bi, X. and Ma, J. and Zhao, Y. and Gu, C.}, doi = {10.1016/j.molstruc.2019.127382}, journal-iso = {J MOL STRUCT}, journal = {JOURNAL OF MOLECULAR STRUCTURE}, volume = {1202}, unique-id = {31261294}, issn = {0022-2860}, year = {2020}, eissn = {1872-8014} } @article{MTMT:30840823, title = {Diastereoselective Opening of Bridged Anhydrides by Amidoximes Providing Access to 1,2,4-Oxadiazole/Norborna(e)ne Hybrids}, url = {https://m2.mtmt.hu/api/publication/30840823}, author = {Baykov, Sergey and Tarasenko, Marina and Zelenkov, Lev E. and Kasatkina, Svetlana and Savko, Polina and Shetnev, Anton}, doi = {10.1002/ejoc.201900843}, journal-iso = {EUR J ORG CHEM}, journal = {EUROPEAN JOURNAL OF ORGANIC CHEMISTRY}, volume = {2019}, unique-id = {30840823}, issn = {1434-193X}, year = {2019}, eissn = {1099-0690}, pages = {5685-5693} }