Gary N. Hermann

Scripps Research Institute

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Carsten Bolm

RWTH Aachen University

William G. Whitehurst

Princeton University

Matthew J. Gaunt

University of Cambridge

Peter Becker

University of Stuttgart

John Henry Blackwell

Dieter Enders

RWTH Aachen University

Olugbeminiyi Fadeyi

Merck & Co., Inc., Rahway, NJ, USA (United States)

Yu Kawamata

Torrey Pines Institute For Molecular Studies

Gerhard Raabe

Physikalisch-Technische Bundesanstalt

Rob Oslund

Merck & Co., Inc., Rahway, NJ, USA (United States)

Cooperative Institutions

RWTH Aachen University

FH Aachen

Scripps Research Institute

Merck & Co., Inc., Rahway, NJ, USA (United States)

Scripps (United States)

Scripps Institution of Oceanography

Torrey Pines Institute For Molecular Studies

Merck (Japan)

Heidelberg University

University of Cambridge

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CCDC 1850704: Experimental Crystal Structure Determination

The Cambridge Structural Database (2019)

Matthew J. Gaunt William G. Whitehurst John Henry Blackwell Gary N. Hermann

10.5517/ccdc.csd.cc203t43

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ChemInform Abstract: Mechanochemical Iridium(III)‐Catalyzed C—H Bond Amidation of Benzamides with Sulfonyl Azides under Solvent‐Free Conditions in a Ball Mill.

ChemInform (2016)

Gary N. Hermann Peter Becker Carsten Bolm

Abstract The mechanochemical activation enables the formation of an iridium species that catalyzes the ortho‐selective amidation of benzamides with various sulfonyl azides in excellent yields within short times.

Sulfonyl

10.1002/chin.201621118

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Mechanochemical Rhodium(III)-Catalyzed C–H Bond Amidation of Arenes with Dioxazolones under Solventless Conditions in a Ball Mill

ACS Catalysis (2017)

Gary N. Hermann Carsten Bolm

A procedure for the direct mechanochemical rhodium(III)-catalyzed C–H bond amidation of arenes with 1,4,2-dioxazol-5-ones as the nitrogen source has been developed. The transformation proceeds under solventless conditions and does not require additional heating. The corresponding ortho amidated products are formed in high yields and in shorter reaction times than in solution.

10.1021/acscatal.7b00582

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Citations (135)

Mechanochemical Rhodium(III)‐ and Gold(I)‐Catalyzed C−H Bond Alkynylations of Indoles under Solventless Conditions in Mixer Mills

Angewandte Chemie International Edition (2018)

Gary N. Hermann Marvin T. Unruh Se‐Hyeong Jung Maik Krings Carsten Bolm

Abstract Mechanochemical activations in Rh III ‐ and Au I ‐catalyzed C−H alkynylations lead selectively to C 2 ‐ and C 3 ‐alkynylated indoles. The processes show excellent functional group tolerance, do not require additional heating and proceed under solventless conditions. Compared to solvent‐based standard protocols, the reaction times are shorter and the catalyst quantities lower resulting in high product yields under ambient atmosphere in mixer mills.

10.1002/anie.201805778

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Citations (72)

Combining Silver Catalysis and Organocatalysis: A Sequential Michael Addition/Hydroalkoxylation One-Pot Approach to Annulated Coumarins

Organic Letters (2014)

Daniel Hack Pankaj Chauhan Kristina Deckers Gary N. Hermann Lucas Mertens

A highly stereoselective one-pot procedure for the synthesis of five-membered annulated hydroxycoumarins has been developed. By merging primary amine catalysis with silver catalysis, a series of functionalized coumarin derivatives were obtained in good yields (up to 91%) and good to excellent enantioselectivities (up to 99% ee) via a Michael addition/hydroalkoxylation reaction. Depending on the substituents on the enynone, the synthesis of annulated six-membered rings is also feasible.

Michael reaction

10.1021/ol502551u

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Citations (68)

Mechanochemische C-H-Bindungsfunktionalisierungen unter lösungsmittelfreien Bedingungen in Kugelmühlen

Gary N. Hermann Carsten Bolm Dieter Enders

10.18154/rwth-2018-229582

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CCDC 1858105: Experimental Crystal Structure Determination

The Cambridge Structural Database (2019)

Matthew J. Gaunt William G. Whitehurst John Henry Blackwell Gary N. Hermann

10.5517/ccdc.csd.cc20chws

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CCDC 2093827: Experimental Crystal Structure Determination

The Cambridge Structural Database (2023)

Yu Kawamata Keun Ah Ryu Gary N. Hermann Alexander Sandahl Julien C. Vantourout

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

10.5517/ccdc.csd.cc288st5

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Mechanochemical Iridium(III)‐Catalyzed C−H Bond Amidation of Benzamides with Sulfonyl Azides under Solvent‐Free Conditions in a Ball Mill

Angewandte Chemie (2016)

Gary N. Hermann Peter Becker Carsten Bolm

Abstract Mechanochemical conditions have been applied to an iridium(III)‐catalyzed C−H bond amidation process for the first time. In the absence of solvent, the mechanochemical activation enables the formation of an iridium species that catalyzes the ortho ‐selective amidation of benzamides with sulfonyl azides as the nitrogen source. As the reaction proceeds in the absence of organic solvents without external heating and yields the desired products in excellent yields within short reaction times, this method constitutes a powerful, fast, and environmentally benign alternative to the common solvent‐based standard approaches.

Sulfonyl

10.1002/ange.201511689

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Citations (53)

Mechanochemical indole synthesis by rhodium-catalysed oxidative coupling of acetanilides and alkynes under solventless conditions in a ball mill

Green Chemistry (2017)

Gary N. Hermann Celine L. Jung Carsten Bolm

Indoles are prepared by rhodium(iii)-catalysed C–H bond functionalisation under mechanochemical conditions in a planetary mill.

Acetanilide

10.1039/c7gc00499k

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Citations (78)