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Remote C(sp(3))-H Arylation and Vinylation of N-Alkoxypyridinium Salts to delta-Aryl and delta-Vinyl Alcohols

Publications associées (63)

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Decarboxylative C(sp3)–N cross-coupling via synergetic photoredox and copper catalysis

Xile Hu, Runze Mao, Jonathan Balon, Adrian Frey

Amines are a quintessential moiety in bioactive molecules, pharmaceuticals and organic materials. Transition-metal-catalysed C–N coupling of aryl electrophiles has been established as a powerful and reliable method for amine synthesis. However, the analogo ...

2018

Decarboxylative C(sp3 )−O Cross-Coupling

Xile Hu, Runze Mao, Jonathan Balon

Alkyl aryl ethers are an important class of compounds in medicinal and agricultural chemistry. Catalytic C(sp3)−O cross‐coupling of alkyl electrophiles with phenols is an unexplored disconnection strategy to the synthesis of alkyl aryl ethers, with the pot ...

2018

Copper-Catalyzed Arylation of Remote C(sp3 )−H Bonds in Carboxamides and Sulfonamides

Qian Wang, Jieping Zhu, Zhaodong Li

Reported herein is an unprecedented copper-catalyzed arylation of remote C(sp3)-H bonds. Stirring a trifluorotoluene solution of either N fluorocarboxamides or N-fluorosulfonamides and arylboronic acids in the presence of a catalytic amount of copper(II) t ...

2018

Improving the Thermodynamic Profiles of Potential Suzuki-Miyaura Cross-Coupling Catalysts by Altering the Electrophilic Coupling Component

Matthew Wodrich

As a heavily used technique for forming new C-C bonds, developing new catalysts and reaction conditions for Suzuki-Miyaura cross-coupling reactions is desirable. Here, using volcano plots, the influence of the electrophilic coupling component in catalytic ...

2018

Alkene functionality can be found in the majority of natural products, drugs, catalysts and organic materials. Therefore, methods of C-C double bond formation constitute a cornerstone of organic synthesis. Selective formation of either (Z)- or (E)-isomer i ...

EPFL2017

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A new procedure for the synthesis of highly substituted 1,3-diaminopyrazoles is described. As substrates, we have employed 1-alkynyltriazenes and imines. The formation of pyrazoles was achieved by two-fold C–N coupling reactions in the presence of (JohnPho ...

Wiley-Blackwell2017

Suzuki-Miyaura cross-coupling of non-activated alkyl halides catalyzed by well-defined nickel pincer complexes

Thomas Clément Di Franco

Metal-catalyzed cross-coupling reactions are powerful and widespread methods for the carbon-carbon bond formation. Among the electrophile partners, non-activated alkyl halides remain challenging substrates because of their reluctance towards oxidative addi ...

EPFL2016

This thesis comprises the study of two types of 2D materials, those stabilized by non-covalent and those by covalent interactions. They are synthesized and studied on well-defined metallic surfaces in ultra-high vacuum (UHV). The self-assembly of terephtha ...

EPFL2016

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Dinuclear clathrochelate complexes are easily accessible by reaction of zinc(II) triflate or cobalt(II) nitrate with arylboronic acids and phenoldioximes. The utilization of brominated arylboronic acids and/or brominated phenoldioximes allows preparing cla ...

Royal Society of Chemistry2016

This dissertation is devoted to the development of well-defined nickel complexes as catalysts for cross coupling processes of alkyl electrophiles. In chapter one, we summarize recent cross coupling methodologies of alkyl electrophiles using nickel based ca ...

EPFL2015