The Szabó Research Group

Welcome to the Szabó Group

 

Please enjoy the visit of our web-site. Here You can find information about the research interest of the group, information on past and present members of the group, opening of Ph.D. and post-doctoral positions and current evets. Do not miss the Szabó groups's photo gallery.

 

Selected latest publications:

Full list of publications [click here]

B. K. Mai, K. J. Szabó,* F. Himo*: Mechanisms of Rh-Catalyzed Oxyfluorination and Oxytrifluoromethylation of Diazocarbonyl Compounds with Hypervalent Fluoroiodine. ACS Catal. 2018, 8, 4483-4492.

Wang, D.; de Wit, M. J. M.; Szabó, K. J.*: Synthesis of Densely Substituted Conjugated Dienes by Transition-metal-free Reductive Coupling of Allenylboronic Acids and Tosylhydrazones. J. Org. Chem. 2018, 83, 8786-8792..

B. K. Mai, K. J. Szabó,* F. Himo*: Mechanisms of Rh-Catalyzed Oxyaminofluorination and Oxyaminotrifluoromethylthiolation of Diazocarbonyl Compounds with Electrophilic Reagents. Org. Lett. 2018, 20, 6646-6649.

S. J. T. Jonker, C. Diner, G. Schulz, H. Iwamoto, L. Eriksson, K. J. Szabó*: Catalytic asymmetric propargyl- and allylboration of hydrazonoesters: a metal-free approach to sterically encumbered chiral α-amino acid derivatives. Chem. Commun., 2018, 54, 12852-12855.

M. Lübcke, D. Bezhan, K. J. Szabó*: Trifluoromethylthiolation-Arylation of Diazocarbonyl Compounds by Modified Hooz Multicomponent Coupling. Chem. Sci. 2019, 10, 5990-5995.

M. A. Cortés Gonzáles; X. Jiang, P. Nordeman, G. Antoni, K. Szabó*: Rhodium-mediated 18F-oxyfluorination of diazoketones using fluorine-18-containing hypervalent iodine reagent.  J. Chem. Commun. 2019, 55, 13358 - 13361.

X. Jiang, D. Meyer, D. Baran, M. A. Cortés González, K. J. Szabó*: Trifluoromethylthiolation, Trifluoromethylation and Arylation Reactions of Difluoro Enol Silyl Ethers J. Org. Chem. 2020, 85, 8311–8319. Highlighted in JOC 2020 Featured Articles: Unique, Inspiring, and Exceptionally Well-Done Chemistry

M. Lübcke, K. J. Szabó*: Diazocarbonyl Compounds in Organofluorine Chemistry; Synlett 2020, DOI: 10.1055/a-1297-6902.

O. Brea, K. J. Szabó*, F. Himo*: Mechanisms of Formation and Rearrangement of Benziodoxole-Based CF3 and SCF3 Transfer Reagents; J. Org. Chem., 2020, 85, 15577-15585.

Q.Wang§, M. Lübcke§, M. Biosca§, M. Hedberg, L. Eriksson, F. Himo*, K. J. Szabó*: Enantioselective Construction of Tertiary Fluoride Stereocenters by Organocatalytic Fluorocyclization; J. Am. Chem. Soc. 2020, 142, 20048-20057. §Contributed equally. Highlighted in Synfacts: B. List, S. Brunen, S: Hypervalent Iodine Triggers Asymmetric Fluorocyclization toward Tertiary C–F Stereocenters; Synfacts 2021, 17, 0209.

S. J. T. Jonker§, R. Jayarajan§, T. Kireilis, M. Deliaval, L. Eriksson, K. J. Szabó*: Organocatalytic Synthesis of α-Trifluoromethyl Allylboronic Acids by Enantioselective 1,2-Borotropic Migration; J. Am. Chem. Soc. 2020, 142, 21254-21259. §Contributed equally.

K. J. Szabó*: Fluorination, trifluoromethylation and trifluoromethylthiolation of alkenes, cyclopropanes and diazo compounds. In "Organofluorine Chemistry: Synthesis, Modeling, and Applications" K. J. Szabó, N. Selander, Eds. Wiley-VCH 2021, Chapter 6, 201-223.

Organofluorine Chemistry: Synthesis, Modeling, and Applications. K. J. Szabó, N. Selander, Eds. Wiley-VCH, 2021, ISBN: 978-3-527-82514-1

D. N. Meyer, M. A. Cortés González, X. Jiang, L. Johansson-Holm, M. Pourghasemi Lati, M. Elgland, P. Nordeman, G. Antoni, K. J. Szabó*:  Base-catalysed 18F-Labelling of Trifluoromethyl Ketones. Application to the Synthesis of 18F-Labelled Neutrophil Elastase Inhibitors. Chem. Commun. 2021, 57, 8476-8479.

Q. Wang, M. Biosca, F. Himo,* K. J. Szabó*: Electrophilic Fluorination of Alkenes via Bora-Wagner-Meerwein Rearrangement. Access to β-Difluoroalkyl Boronates. Angew. Chem. Int. Ed. (Hot Paper) 2021, 60, 26327-26331. Highlighted in Synfacts: List, B.; Mitschke, B. An Aryl Iodide Catalyzed Bora-Wagner–Meerwein Rearrangement;Synfacts 2021, 17, 1383.

R. Jayarajan, T. Kireilis, L. Eriksson, K. J. Szabó*: Asymmetric Organocatalytic Homologation: Access to Diverse Chiral Trifluoromethyl Organoboron Species. Chem. Eur. J. 2022, 28, e202202059, DOI: 10.1002/chem.202202059.

Q. Wang, T. Nilsson, L.  Eriksson, K. J. Szabó*: Sulfenofunctionalization of Chiral α-Trifluoromethyl Allylboronic Acids: Asymmetric Synthesis of SCF3, SCF2R, SCN and SAr Compounds. Angew. Chem. Int. Ed., 2022, 61, e202210509, DOI: 10.1002/anie.202210509.

Q. Wang, L. Eriksson, K. J. Szabó*: Catalytic Homologation-Allylboration Sequence for Diastereo- and Enantioselective Synthesis of Densely Functionalized β-Fluorohydrins with Tertiary Fluoride Stereocenters. Angew. Chem. Int. Ed. (Hot Paper), 2023, 62, e202301481.

M. Deliaval, R. Jayarajan, L. Eriksson, K. J. Szabó*: Three-Component Approach to Densely Functionalized Trifluoromethyl Allenols by Asymmetric Organocatalysis. J. Am. Chem. Soc. 2023, 142, 10001-10006. Highlighted in Synfacts: B. List, W. Leinung, BINOL Catalysis Permits One-Pot Synthesis of Chiral Trifluoromethyl and Trimethylsilyl Allenols; Synfacts 2023, 19, 0710.

M. Biosca, F. Himo,* K. J. Szabó*: Mechanism of Asymmetric Homologation of Alkenylboronic Acids with CF3-Diazomethane via Borotropic Rearrangement. J. Org. Chem. 2024, 89, 4538-4548.

 

 

Full list of publications [click here]