Related publications (38)

Head‐to‐Tail Dimerization of N‐Heterocyclic Diazoolefins

Rosario Scopelliti, Kay Severin, Farzaneh Fadaei Tirani, Andrzej Sienkiewicz, Tak Hin Wong, Zhaowen Dong, Paul Varava, Anastasia Gitlina, Wolfram Feuerstein

The head-to-tail dimerization of N-heterocyclic diazoolefins is described. The products of these formal (3+3) cycloaddition reactions are strongly reducing quinoidal tetrazines. Oxidation of the tetrazines occurs in a stepwise fashion, and we were able to ...
2023

Nitriles as main products from the oxidation of primary amines by ferrate (VI): Kinetics, mechanisms and toxicological implications for nitrogenous disinfection byproduct control

Woongbae Lee, Yun Ho Lee, Jaedon Shin

Ferrate (Fe(VI)), a promising water treatment oxidant, can be used for micropollutant abatement or disinfection byproduct mitigation. However, knowledge gaps remain concerning the interaction between Fe(VI) and dissolved organic matter structures, notably ...
PERGAMON-ELSEVIER SCIENCE LTD2022

Macrocyclization of omega-Isocyanoaldehydes and Towards the Total Synthesis of Jamaicensamide A

Teerawat Songsichan

In the first chapter of this thesis, the macrocyclization of a new type of bifunctional substrates, omega-isocyanoaldehyde derivatives, is described. Ten different omega-isocyanoaldehydes in terms of different ring sizes and functional groups were prepared ...
EPFL2021

Methanol production from CO(2)via an integrated, formamide-assisted approach

Paul Joseph Dyson, Andreas Züttel, Jorge Gustavo Uranga, Aswin Gopakumar, Gabriela Gastelu, Tim Pfister, Gunay Imanzade

The synthesis of fuels from CO2 has made tremendous progress in recent years, although practical applications remain limited. Herein, we describe a cyclic process that produces MeOH from CO(2)via formamide intermediates, which are initially reduced using N ...
ROYAL SOC CHEMISTRY2020

Organocatalytic Double Ugi Reaction with Statistical Amplification of Product Enantiopurity: A Linker Cleavage Approach To Access Highly Enantiopure Ugi Products

Jieping Zhu, Shuo Tong, Qiang Feng

Here we report an organocatalytic double Ugi reaction combining the enantioselective process and ee enhancement in a single operation to afford the chiral Ugi products with very high ee values. Both bisisocyanides and bisanilines tethered by carbonate and ...
2020

Organocatalysts in C-N Bond Forming Reactions of Amines with CO2

Martin Hulla

The thesis describes a simple approach for N-formylation of amines with CO2 and hydrosilane reducing agents, the use of organic salts as N-formylation catalysts, their physical properties required for high catalytic activity and their role in the catalytic ...
EPFL2019

The dilemma between acid and base catalysis in the synthesis of benzimidazole from o-phenylenediamine and carbon dioxide

Paul Joseph Dyson, Simon Nussbaum, Martin Hulla, Alexy Robert Bonnin

The tandem synthesis of benzimidazole and other azoles can be achived by the N-formylation of ortho-substituted anilines followed by a cyclization reaction. However, CO2-based N-formylations with hydrosilane reducing agents are base catalyzed whereas the c ...
2019

Indole Alkaloids, Macrocycles and Heterocycles

Cyril Piemontesi

An enantioselective total synthesis of (-)-terengganensine A, a heptacyclic monoterpene indole alkaloid, was performed. A short sequence allowed to obtain the enantio-enriched target in good overall yield. The synthesis featured a key asymmetric transfer h ...
EPFL2018

To each his own: isonitriles for all flavors. Functionalized isocyanides as valuable tools in organic synthesis

Jieping Zhu, Andrea Basso

The term functionalized isocyanides refers to all those isocyanides in which a neighbouring functional group can finely tune the reactivity of the isocyano group or can be exploited in post-functionalization processes. In this manuscript, we have reviewed ...
Royal Society of Chemistry2017

Around isocyanide reactivity

Antonin François Roland Clemenceau

This manuscript covers two main topics. The first part dealt with the organocatalytic conjugate addition of Michael donors to phenyl vinyl selenone. The enantioselective Cinchona alkaloid-catalyzed Michael addition using a-substituted a-nitroacetates has b ...
EPFL2017

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