Publications related to Iron-Catalyzed Desulfinylative C-C Cross-Coupling Reactions of Sulfonyl Chlorides with Grignard Reagents

Related publications (16)

Tyrosine bioconjugation with hypervalent iodine

Jérôme Waser, Natalia Gasilova, Laure Menin, Nina Declas

Hypervalent iodine reagents have recently emerged as powerful tools for late-stage peptide and protein functionalization. Herein we report a tyrosine bioconjugation methodology for the introduction of hypervalent iodine onto biomolecules under physiologica ...

2022

Bronsted and Lewis acid adducts of triazenes

Rosario Scopelliti, Kay Severin, Farzaneh Fadaei Tirani, Abdusalom Suleymanov, Iris Roswitha Landman, Frederick Mark Chadwick

The synthetic utility of triazenes rests on the fact that the triazene function can be cleaved by BrOnsted or Lewis acids, liberating diazonium compounds. However, the preferred coordination site of the acid is still a matter of debate. We have analyzed tr ...

2020

Catalytic and antibacterial properties of 3-dentate carboxamide Pd/Pt complexes obtained via a benign route

Kurt Schenk, Farzaneh Fadaei Tirani

The complexes Pd-II(qcq)(OAc) and Pt-II(qcq)Cl have been synthesized using environmentally benign synthesized ligands and characterized by elemental analyses: Fourier transform infrared spectroscopy, UV-visible spectroscopy, H-1 NMR spectroscopy, and X-ray ...

WILEY2020

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

Copper-Catalyzed Oxyalkynylation of C-S Bonds in Thiiranes and Thiethanes with Hypervalent Iodine Reagents

Jérôme Waser, Guillaume Dominique Pisella, Julien Aymeric Borrel

We report the oxyalkynylation of thiiranes and thietanes using ethynylbenziodoxolone reagents (EBXs) to readily access functionalized building blocks bearing an alkynyl, a benzoate, and an iodide group. The reaction proceeds with high atom efficiency most ...

2019

Machine learning meets volcano plots: Computational discovery of cross-coupling catalysts

Anne-Clémence Corminboeuf, Benjamin André René Meyer, Anatole von Lilienfeld, Boodsarin Sawatlon

The application of modern machine learning to challenges in atomistic simulation is gaining attraction. We present new machine learning models that can predict the energy of the oxidative addition process between a transition metal complex and a substrate ...

2018

Stereoselective Synthesis of Trisubstituted Alkenes through Sequential Iron-Catalyzed Reductive anti-Carbozincation of Terminal Alkynes and Base-Metal-Catalyzed Negishi CrossCoupling

Xile Hu, Chi Wai Cheung

The stereoselective synthesis of trisubstituted alkenes is challenging. Here, we show that an iron-catalyzed anti-selective carbozincation of terminal alkynes can be combined with a base-metal-catalyzed cross coupling to prepare trisubstituted alkenes in a ...

Wiley-Blackwell2015

Synthesis and reactivity of bis(diphenylphosphino)amine ligands and their application in Suzuki cross-coupling reactions

Rosario Scopelliti

Two new bis(diphenylphosphino) amines, N,N-bis(diphenylphosphino) benzidine 1 and N, N-bis(diphenylphosphino)- 3,3-dimethoxybenzidine 2 were prepared by aminolysis. Their corresponding oxides, sulfides and selenides were readily prepared by reaction with h ...

2012

A Well-Defined Ni Pincer Catalyst for Cross Coupling of Non-Activated Alkyl Halides and Direct C-H Alkylation

Oleg Vechorkin

Carbon-carbon bond forming reactions are among the most important and useful methods for organic synthesis. During the last years, significant progress has been made in this field. Whereas many catalysts were developed for the coupling of aryl, alkenyl, an ...

EPFL2011

Synthesis and characterization of ether-derivatized aminophosphines and their application in C-C coupling reactions

Paul Joseph Dyson, Rosario Scopelliti, Zhaofu Fei

Four new bis(phosphino)amine ligands (Ph2P)2N-C6H3-R, where R = 3,5-OMe (1), 2,5-OMe (2), 2,4-OMe (3) or 3,4-OMe (4), were prepd. via aminolysis of the corresponding dimethoxyanilines with 2 equiv. of diphenylphosphine chloride in the presence of tri-Et am ...

Elsevier2010

Ethynyl-1,2-benziodoxol-3(1 H)-one (EBX): An Exceptional Reagent for the Ethynylation of Keto, Cyano, and Nitro Esters

Jérôme Waser, Jonathan Brand, Davinia Fernández González

Hot alkyne! The in situ generation of Ethynyl-1,2-BenziodoXol-3(1H)-one (EBX) from the corresponding silyl protected reagent using TBAF is reported. EBX displayed exceptional acetylene transfer ability to stabilized enolates, even at –78 °C. The mild react ...

2010

Ligandless Iron-Catalyzed Desulfinylative C-C Allylation Reactions using Grignard Reagents and Alk-2-enesulfonyl Chlorides

Pierre Vogel, Dean Markovic

Alk-2-enesulfonyl chlorides 1-4 were synthesized by the BCl3-promoted ene reaction of alkenes with SO2. These sulfonyl chlorides were then used as electrophilic partners in iron-catalyzed desulfinylative cross-coupling reactions with different Grignard rea ...

2009

Ni-Catalyzed Cross Coupling of Non-Activated and Functionalized Alkyl Halides with Alkyl Grignard Reagents

Xile Hu, Oleg Vechorkin

The title reaction is realized by using an isolated NiII complex (1). The catalysis tolerates a wide range of important functional groups that are often incompatible with Grignard reagents in cross-coupling reactions. ...

Wiley-VCH Verlag GmbH2009

Suzuki Coupling Reactions in Ether-Functionalized Ionic Liquids: The Importance of Weakly Interacting Cations

Paul Joseph Dyson, Zhaofu Fei, Christian Hartinger, Andrew Douglas Phillips, Xuemei Yang

Imidazolium- and pyridinium-based ionic liqs. with ether/polyether substituents have been evaluated as solvents for palladium-catalyzed Suzuki C-C coupling reactions. In general, reactions proceed more efficiently in these solvents compared to other ionic ...

2008

Design, synthesis and applications of functionalized ionic liquids

Dongbin Zhao

Room temperature ionic liquids (RTILs), considered as "designers' solvents", are attracting a great attention because of their possibility to be tailored based on property requirements. The ionic liquids designed and synthesized for carrying out specified ...

EPFL2007

Emergent properties of electrically coupled smooth muscle cells

Jean-Jacques Meister, Michèle Koenigsberger

Asynchronous and synchronous calcium oscillations occur in a variety of cells. A well-established pathway for intercellular communication is provided by gap junctions which connect adjacent cells and can mediate electrical and chemical coupling. Several ex ...

Springer-Verlag2005