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Palladium-Catalyzed Synthesis of Ketenimines from Isocyanides and Synthetic Studies Towards the Total Synthesis of Mersilongine

Mathias Mamboury

In the first chapter of this thesis, the development of two new reactions for the synthesis of vinyl ketenimines and alpha-oxo-ketenimines from isocyanides is presented. These palladium-catalyzed transformations both feature an isocyanide insertion / beta- ...

EPFL2019

Mechanistic study of the photo‐generation of hydrogen by decamethylruthenocene

Hubert Girault, Pekka Eero Peljo, Manuel Alejandro Méndez Agudelo, Heron Vrubel, Micheal Diarmaid Scanlon, Laurent Alexis Clément Vannay, Sunny Isaïe Maye, Lucie Josette Renée Rivier

Hydrogen evolution by decamethylruthenocene (Cp*2RuII) was studied in detail highlighting that metallocenes are capable of photo‐reducing hydrogen without the need of an additional sensitizer. Electrochemical, gas chromatographic and spectroscopic (UV/vis, ...

2019

Microbially Mediated Release of As from Mekong Delta Peat Sediments

Rizlan Bernier-Latmani, Manon Frutschi, Karen Elda Viacava Romo, Yuheng Wang, Luca Loreggian, Maria Pilar Asta Andres

Peat layers within alluvial sediments are considered effective arsenic (As) sinks under reducing conditions due to the binding of As(III) to thiol groups in natural organic matter (NOM) and the formation of As-bearing sulfide phases. However, their possibl ...

2019

Development of Catalytic Asymmetric C-H Functionalizations with Chiral Cyclopentadienyl Iridium(III) Complexes

Yun-Suk Jang

Cp*Ir(III) catalyzed C-H functionalization is a growing field, since it provides novel complementary reactivities, but enantioselective C-H functionalization reactions with this metal remain a niche. This thesis investigates CpXIr(III) catalyzed asymmetric ...

EPFL2019

Copper-catalyzed methylative difunctionalization of alkenes

Qian Wang, Xu Bao, Jieping Zhu, Minh Tu Ha, Takayuki Yokoe

Trifluoromethylative difunctionalization and hydrofunctionalization of unactivated alkenes have been developed into powerful synthetic methodologies. On the other hand, methylative difunctionalization of olefins remains an unexplored research field. We rep ...

Nature Research2018

Silver Nitrate-Catalyzed Isocyanide Insertion/Lactamization Sequence to Imidazolones and Quinazolin-4-ones: Development and Application in Natural Product Synthesis

Qian Wang, Jieping Zhu, Antonin François Roland Clemenceau

Silver nitrate-catalyzed reaction of methyl α,α-disubstituted α-isocyanoacetates with primary amines afforded 3,5,5-trisubstituted imidazolones in good to excellent yields. A silver salt-catalyzed insertion of the isocyano group into the N−H bond of the am ...

American Chemical Society2017

Methyltransferase-Directed Labeling of Biomolecules and its Applications

Jochem Deen

Methyltransferases (MTases) form a large family of enzymes that methylate a diverse set of targets, ranging from the three major biopolymers to small molecules. Most of these MTases use the cofactor S-adenosyl-l-Methionine (AdoMet) as a methyl source. In r ...

Wiley-VCH Verlag GmbH2017

Aqueous phase homogeneous formic acid disproportionation into methanol

Gabor Laurenczy, Katerina Stefania Sordakis

Herein we describe formic acid disproportionation into methanol with a homogeneous iridium catalyst. Methanol yields of up to 74% were obtained in D2O at 50 °C. Initial H2 pressures further enhanced methanol formation, resulting in a highly concentrated 9. ...

Royal Society of Chemistry2017

α-Oxo-Ketenimines from Isocyanides and α-Haloketones: Synthesis and Divergent Reactivity

Qian Wang, Jieping Zhu, Mathias Mamboury

The palladium-catalyzed reaction of a-haloketones with isocyanides afforded -oxo-ketenimines through alpha-hydride elimination of the beta-oxo-imidoyl palladium intermediates. Reaction of these relatively stable alpha-oxo ketenimines with nucleophiles suc ...

Wiley-Blackwell2017

Synthesis of Adamantane Aminoethers with Antitubercular Potential

Stewart Cole, Anthony Vocat

Background: Intrigued by the fact that aminoadamantane derivatives, bearing the active 1,2-ethylenediamine moiety, are promising antitubercular agents, we report herein the synthesis and the antitubercular evaluation of N,N'-substituded-4,4'-[adamantane-2, ...

Bentham Science Publ Ltd2017

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Palladium-Catalyzed Synthesis of Ketenimines from Isocyanides and Synthetic Studies Towards the Total Synthesis of Mersilongine

Mathias Mamboury

EPFL2019

Silver Nitrate-Catalyzed Isocyanide Insertion/Lactamization Sequence to Imidazolones and Quinazolin-4-ones: Development and Application in Natural Product Synthesis

Qian Wang, Jieping Zhu, Antonin François Roland Clemenceau

American Chemical Society2017