Research topics in the Brasholz Group

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
- Leibniz Institute for Catalysis
- 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*
Synlett2014, 2673-2680. [link]