The Szabó Research Group

 

Our open access publications:
 
Full list of publications [click]

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, 10001-10006.

 
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, e202301481.
 
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, e202210509, DOI: 10.1002/anie.202210509.
 
R. Jayarajan, T. Kireilis, L. Eriksson, K. J. Szabó*: Asymmetric Organocatalytic Homologation: Access to Diverse Chiral Trifluoromethyl Organoboron Species. Chem. Eur. J. 2022, e202202059, DOI: 10.1002/chem.202202059.
 
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
 

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.

 
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.
 

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.

 

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.

 

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.

 
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.
 
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. Cortes Gonzalez, P. Nordeman, A. Bermejo Gomez, D. N. Meyer, G. Antoni, M. Schou, K. J. Szabó*: [18F]Fluoro-benziodoxole: A no-carrier-added electrophilic fluorinating reagent. Rapid, simple radiosynthesis, purification and application for fluorine-18 labelling. Chem. Commun. 2018, 54, 4286-4289.
 
J. Zhao, S. J. T. Jonker, D. N. Meyer, G. Schulz, C. D. Tran, L. Eriksson, K. J. Szabó*: Copper-Catalyzed Synthesis of Allenylboronic Acids. Access to Sterically Encumbered Homopropargylic Alcohols and Amines by Propargylboration Chem. Sci. 2018, 9, 3305-3312.
 
D. Wang, K. J. Szabó*: Copper-Catalyzed, Stereoselective Cross-Coupling of Cyclic Allyl Boronic Acids with α-Diazoketones Org. Lett. 2017, 19, 1622-1625.
 
J. Zhang, K. J. Szabó,* F. Himo*: Metathesis Mechanism of Zinc-Catalyzed Fluorination of Alkenes with Hypervalent Fluoroiodine. ACS Catal. 2017, 7, 1093-1100.
 
A. Bermejo Gomez, M. Cortes, M. Lübcke, M. Johansson, C. Halldin, K. J. Szabo,* M. Schou*: Efficient DBU accelerated synthesis of 18F-labelled trifluoroacetamides.Chem. Commun. 2016, 52, 13963-13966.
 
R. Alam, C. Diner, S. Jonker, K. J. Szabo*: Catalytic Asymmetric Allylboration of Indoles and Dihydroisoquinolines with Allylboronic Acids. Stereodivergent Synthesis up to Three Contiguous Stereocenters. Angew. Chem. Int. Ed. 2016, 55, 14417-14421.
 
N. O. Ilchenko, M. Hedberg, K. J. Szabó*: Fluorinative Ring-opening of Cyclopropanes by Hypervalent Iodine Reagents. An Efficient Method for 1,3-Oxyfluorination and   1,3-Difluorination. Chem. Sci. 2017, 8, 1056-1061.bs.rsc.org/en/content/articlepdf/2016/sc/c6sc03471c
 
W. Yuan, K. J. Szabó*: Rhodium-Catalyzed Oxy-Aminofluorination of Diazoketones with Tetrahydrofurans and NFSI. ACS Catal. 2016, 6, 6687-6691.
 
M.-C. Belhomme, D. Wang, K. J. Szabó*: Formation of C(sp3)-C(sp3) bonds by Palladium Catalyzed Cross-coupling of α-Diazoketones and Allylboronic Acids. Org. Lett. 2016, 18, 2503-2506.

W. Yuan, L. Eriksson, K. J. Szabó*: Rhodium-Catalyzed Geminal Oxyfluorination and Oxytrifluoro-methylation of Diazocarbonyl Compounds. Angew. Chem. Int. Ed. 2016, 55, 8410-8415.

N. Miralles, R. Alam, K. J. Szabó*, E. Fernández*:Transition-Metal-Free Borylation of Allylic and Propargylic Alcohols. Angew. Chem. Int. Ed. 2016, DOI: 10.1002/anie.201511255

Y. Zhao, K. J. Szabó*: Catalytic Borylative Opening of Propargyl Cyclopropane, Epoxide, Aziridine and Oxetane Substrates. Ligand Controlled Synthesis of Allenyl Boronates and Alkenyl Diboronates. Angew. Chem. Int. Ed. 2016, 55, 1502-1506.

Y. Yang, K. J. Szabó*: Synthesis of Allenes by Catalytic Coupling of Propargyl Carbonates with Aryl Iodides in the Presence of Diboron Species. J. Org. Chem. 2016, 81, 250-255.

N. O. Ilchenko, M. A. Cortés, K. J. Szabó*: Palladium Catalyzed Iodofluorination of Alkenes using Fluoro-Iodoxole Reagent. ACS Catal. 2016, 6, 447-450.

A. Das, D. Wang, M.-C. Belhomme, K. J. Szabó, Copper-Catalyzed Cross-Coupling of Allylboronic Acids with α‑Diazoketones.Org. Lett. 2015, 17, 4754-4757. ACS Editors’ Choice 9/16/15

R. Alam, T. Vollgraff, L. Eriksson, K. J. Szabó: Synthesis of Adjacent Quaternary Stereocenters by Catalytic Asymmetric Allylboration. J. Am. Chem. Soc. 2015, 137, 11262-11265.
S. Agasti, S. Maity, K. J. Szabó, K. J. D. Maiti Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds. Adv. Synth. Catal. 2015, 357, 2331-2338.

W. Yuan, K. J. Szabó: Catalytic Intramolecular Aminofluorination, Oxyfluorination, and Carbofluorination with a Stable and Versatile Hypervalent Fluoroiodine Reagent.Angew. Chem. Int. Ed. 2015, 15, 8533-8537.

 T. S. N. Zhao, J. Zhao,  K. J. Szabó: Stereoselective Synthesis of 1,4-Diols by a Tandem Allylboration–Allenylboration Sequence. Org. Lett. 2015, 17, 2290-2293.
H.-P. Deng, D. Wang, K. J. Szabó: Direct Allylation of Quinones with Allylboronates.  J. Org. Chem. 2015, 80, 3343-3348.
N. O. Ilchenko, B. O. A Tasch, K. J. Szabó: Mild Silver Mediated Geminal Difluorination of Styrenes by Air and Moisture Stable Fluoroiodane Reagent. Angew. Chem. Int. Ed. 2014, 53, 12897-12901

A. Das, R. Alam, L. Eriksson, K. J. Szabó: Stereocontrol in Synthesis of Homoallylic Amines. Syn Selective Direct Allylation of Hydrazones with Allylboronic Acids. Org. Lett. 2014, 16, 3808-3811.

T. S. N. Zhao, Y. Yang, T. Lessing, K. J. Szabó: Borylation of Propargylic Substrates by Bimetallic Catalysis. Synthesis of Allenyl, Propargylic and Butadienyl Bpin Derivatives. J. Am. Chem. Soc. 2014, 136, 7563-7566.
R. Alam, A. Das, G. Huang, L. Eriksson, F. Himo, K. J. Szabó: Stereoselective Allylboration of Imines and Indoles under Mild Conditions. In Situ E/Z Isomerization of Imines by Allylboroxines. Chem. Sci. 2014, 5, 2732-2738.
 
R. Alam, M. Raducan, L. Eriksson, K. J. Szabó: Selective Formation of Adjacent Stereocenters by Allylboration of Ketones under Mild Neutral Conditions. Org. Lett. 2013, 15, 2546-2549. [access]
 
J. M. Larsson, K. J. Szabó: A Mechanistic Investigation of the Palladium-Catalyzed Synthesis of Allylic Silanes and Boronates from Allylic Alcohols. J. Am. Chem. Soc. 2013, 135, 443-455. [access]
 
M. Raducan, R. Alam, K. J. Szabó: Palladium-Catalysed Synthesis and Isolation of Functionalized Allylboronic Acids. Selective, Direct Allylboration of Ketones. Angew. Chem. Int. Ed. 2012, 51, 13050-13053. [access]
 
T. S. N. Zhao, K. J. Szabó: Trifluoromethylation of Propargylic Halides and Trifluoroacetates Using (Ph3P)3Cu(CF3). Org. Lett. 2012, 14, 3966-3969.[access]
 
R. Alam, L. T. Pilarski, E. Pershagen: Stereoselective Intermolecular Allylic C-H Trifluoroacetoxylation of Functionalized Alkenes. J. Am. Chem. Soc. 2012, 134, 8778-8781. [access]
 
P. G. Janson, I. Ghoneim, N. O. Ilchenko: Electrophilic Trifluoromethylation by Copper-Catalyzed Addition of CF3-Transfer Reagents to Alkenes and Alkynes. Org. Lett. 2012, 14, 2882-2885. [access]
 
J. M. Larsson, T. S. N. Zhao, K. J. Szabó: Palladium-catalyzed Oxidative Allylic C-H Silylation. Org. Lett. 2011, 13, 1888-1891.[access]
 
L. T. Pilarski, P. G. Janson, K. J. Szabó: Palladium-Catalyzed Selective Acyloxylation Using Sodium Perborate as Oxidant. J. Org. Chem. 2011, 76, 1503-1506. [access]
 
L. T. Pilarski, P. G. Janson, K. J. Szabó:Palladium-Catalyzed Direct Synthesis of Organoboronic acids. Angew. Chem. Int. Ed. 2012, 50, 8230-8232. [access]K. J. Szabó:
 

N. Selander, K. J. Szabó: Catalysis by Palladium Pincer Complexes. In special issue “Frontiers in Transition Metal Catalyzed Reactions”. Chem. Rev. 2011, 111, 2048-2076. [access]

 
L. T. Pilarski, N. Selander, D. Böse, K. J. Szabó: Catalytic Allylic C-H Acetoxylation and Benzoyloxylation via Suggested (h3-Allyl)palladium(IV) Intermediates. Org. Lett. 2009, 11, 5518-5521. [access]