Research topics in the Brasholz Group

Our groups main research interest is the development of new synthetic methods by utilizing visible light induced photochemistry and photocatalysis, as well as organocatalysis. Current projects focus on

  • Quinones as organic catalysts and photocatalysts
  • New catalytic photooxygenation reactions
  • Reductive radical cascades for C-C bond formation
  • Photocatalytic valorization of renewable feedstocks
  • Tandem catalysis
  • Microreactors

Funding acknowledgement

 We gratefully acknowledge generous support of our previous and current research by

  • Deutsche Forschungsgemeinschaft (DFG)
  • Fonds der Chemischen Industrie (FCI)
  • Dr. Otto Röhm Gedächtnisstiftung
  • Universität Rostock
  • Universität Hamburg

Recently published articles

Spirooxindol-1,3-oxazine alkaloids: highly potent and selective antitumor agents evolved from iterative structure optimization
Annika Eichhorst, Malte Gallhof, Alice Voss, Anett Sekora, Leon Eggers, Le Thi Huyen, Christian Junghanss, Hugo Murua Escobar,* Malte Brasholz*
ChemMedChem 2022, DOI: 10.1002/cmdc.202200162. [link]


A short total synthesis of (±)-mersicarpine via visible light-induced cascade photooxygenation
Mario Frahm, Alice Voss, Malte Brasholz*
Chem. Commun. 2022, DOI: 10.1039/D2CC01316A. [link]


Lewis Acid-Catalyzed Carbofunctionalization of Uncommon C,N-Diacyliminium Ions: Controlling Regio- and Enantioselectivity
Lisa Marie Gronbach, Alice Voss, Mario Frahm, Alexander Villinger, Jonas Bresien, Dirk Michalik, Malte Brasholz*
Org. Lett. 2021, DOI: 10.1021/acs.orglett.1c02857. [link]


Photoredox-induced deaminative radical-cationic three-component couplings with N-alkylpyridinium salts and alkenes
Paul Seefeldt, Rajesh Dasi, Alexander Villinger, Malte Brasholz*
ChemPhotoChem 2021, DOI: 10.1002/cptc.202100226. [link]


Value-added chemicals from biomass-derived furans: radical functionalisations of 5-chloromethylfurfural (CMF) by metal-free ATRA reactions
Rajesh Dasi, Daniel Schmidhuber, Lisa Marie Gronbach, Julia Rehbein*, Malte Brasholz*
Org. Biomol. Chem. 2021, DOI: 10.1039/d1ob00013f. [link]


Visible light cascade photooxygenation of tetrahydrocarbazoles and cyclohepta[b]indoles: access to C,N‐diacyliminium ions
Mario Frahm, Thorsten von Drathen, Lisa Marie Gronbach, Alice Voss, Felix Lorenz, Jonas Bresien, Alexander Villinger, Frank Hoffmann, Malte Brasholz*
Angew. Chem. Int. Ed. 2020, DOI: 10.1002/anie.202007549. [link]


Ligand substitution of Ru(II) alkylidenes to Ru(bpy)32+: sequential olefin metathesis / photoredox catalysis
Malte Gallhof, Lukas Kell, Malte Brasholz*
Chem. Eur. J. 2020, 26, 1772-1775. [link]


Photoinduced iodine-mediated tandem dehydrogenative Povarov cyclisation / C−H oxygenation reactions
Eva Schendera, Alexander Villinger, Malte Brasholz*
Org.Biomol.Chem. 2020, DOI: 10.1039/D0OB01494J. [link]


Visible light‐mediated aerobic tandem dehydrogenative Povarov/aromatization reaction: synthesis of isocryptolepines
Eva Schendera, Lisa-Natascha Unkel, Phung Phan Huyen Quyen, Gwen Salkewitz, Frank Hoffmann, Alexander Villinger, Malte Brasholz*
Chem. Eur. J. 2019, DOI: 10.1002/chem.201903921. [link]


Visible Light Catalytic Photooxygenation of Monoterpene Indole Alkaloids: Access to Spirooxindole-1,3-Oxazines
Thorsten von Drathen, Frank Hoffmann, Malte Brasholz*
Chem. Eur. J. 2018, DOI: 10.1002/chem.201801882. [link]

"Super-Reducing" Photocatalysis: Consecutive Energy and Electron Transfers with Polycyclic Aromatic Hydrocarbons (Highlight)
Malte Brasholz*
Angew. Chem. 2017, 129, 10414-10415; [link]Angew. Chem. Int. Ed.2017, 56, 10280-10281. [link]

A Photoredox-Induced Stereoselective Dearomative Radical (4+2)-Cyclization/1,4-Addition Cascade for the Synthesis of Highly Functionalized Hexahydro-1H-carbazoles
Dirk Alpers, Malte Gallhof, Julian Witt, Frank Hoffmann, Malte Brasholz*
Angew. Chem. 2017, 129, 1423-1427; [link]Angew. Chem. Int. Ed. 2017, 56, 1402-1406. [link]

Phosphoric Acid Catalyzed 1,2‐Rearrangements of 3‐Hydroxyindolenines to Indoxyls and 2‐Oxindoles: Reagent‐Controlled Regioselectivity Enabled by Dual Activation
Eva Schendera, Stephanie Lerch, Thorsten von Drathen, Lisa‐Natascha Unkel, Malte Brasholz*
Eur. J. Org. Chem.2017, 3134-3138. [link]

Photoredox-induced Radical 6-exo-trig Cyclizations onto the Indole Nucleus: Aromative versus Dearomative Pathways
Dirk Alpers, Malte Brasholz,* Julia Rehbein*
Eur. J. Org. Chem.2017, 2186-2193. [link]

Visible-Light Photolysis of Allyl Zirconocenes: A Photoinduced Three-Component Radical (4+2)-Cyclization-Allylation Reaction
Dirk Alpers, Frank Hoffmann, Malte Brasholz*
Synlett2017, 919-923. [link]

Visible Light Photocatalytic Aerobic Benzylic Csp3-H Oxygenations with the 3DDQ*/tert-Butyl Nitrite Co-catalytic System
Fabian Rusch, Jan-Christian Schober, Malte Brasholz*
ChemCatChem2016, 8, 2881-2884. [link]

Photoassisted Oxidation of Ruthenium(II)-Photocatalysts Ru(bpy)32+ and Ru(bpz)32+ to RuO4: Orthogonal Tandem Photoredox and Oxidation Catalysis
Dirk Alpers, Malte Gallhof, Christian B. W. Stark, Malte Brasholz*
Chem. Commun.2016, 52, 1025-1028. [link]

Iridium(III) Photocatalysis: A Visible-Light-Induced Dearomatizative Tandem [4+2] Cyclization to Furnish Benzindolizidines
Sandra Mühmel, Dirk Alpers, Frank Hoffmann, Malte Brasholz*
Chem. Eur. J.2015, 21, 12308-12312. [link]

A Visible Light Photocatalytic Cross-Dehydrogenative Coupling/Dehydrogenation/6pi-Cyclization/Oxidation Cascade: Synthesis of 12-Nitroindoloisoquinolines from 2-Aryltetrahydroisoquinolines
Fabian Rusch, Lisa-Natascha Unkel, Dirk Alpers, Frank Hoffmann, Malte Brasholz*
Chem. Eur. J.2015, 21, 8336-8340. [link]

Tandem Organocatalysis and Photocatalysis: An Anthraquinone-Catalyzed Indole-C3-Alkylation/Photooxidation/1,2-Shift Sequence
Stephanie Lerch, Lisa-Natascha Unkel, Malte Brasholz*
Angew. Chem.2014, 126, 6676-6680; [link]Angew. Chem. Int. Ed.2017, 53, 6558-6562. [link]

Ground- and Excited-State Quinones: Perspectives in Organocatalysis and Visible-Light Photocatalysis
Stephanie Lerch, Lisa-Natascha Unkel, Patrick Wienefeld, Malte Brasholz*
2014, 2673-2680. [link]