Concept

Electrophile

Related publications (108)

Generation of Heteroatom Stereocenters by Enantioselective C-H Functionalization

C-H functionalization has been established as an efficient way to generate molecular complexity. The formation of stereogenic carbon atoms by asymmetric C-H functionalization has seen tremendous progress over the past decade. More recently, the direct cata ...

2019

From Alkyl Halides to Ketones: Nickel-Catalyzed Reductive Carbonylation Utilizing Ethyl Chloroformate as the Carbonyl Source

Xile Hu, Renyi Shi

Ketones are an important class of molecules in synthetic and medicinal chemistry. Rapid and modular synthesis of ketones remains in high demand. Described here is a nickel-catalyzed three-component reductive carbonylation method for the synthesis of dialky ...

WILEY-V C H VERLAG GMBH2019

Construction of Phosphorus and Sulfur Stereogenic Centers by Chiral Cyclopentadienyl Rhodium(III) Catalysis

Yang Sun

Phosphorus- and sulfur-stereogenic compounds are widely used as ligands in asymmetric transition-metal catalysis and as organocatalysts. These molecules also show a large potential for pharmaceutical and agricultural use. However, synthesizing them in a st ...

EPFL2019

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

Cross-Coupling of Alkyl Redox-Active Esters with Benzophenone Imines: Tandem Photoredox and Copper Catalysis

Xile Hu, Runze Mao, Jonathan Balon

Alkyl amines are an important class of organic compounds in medicinal and materials chemistry. Until now very have been very few methods for the synthesis of alkyl amines by metal‐catalyzed cross‐coupling of alkyl electrophiles with nitrogen nucleophiles. ...

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

Redox Signaling by Reactive Electrophiles and Oxidants

Yimon Aye, Jesse Poganik

The concept of cell signaling in the context of nonenzyme-assisted protein modifications by reactive electrophilic and oxidative species, broadly known as redox signaling, is a uniquely complex topic that has been approached from numerous different and mul ...

2018

Enantioselective Synthesis of Chiral-at-Sulfur 1,2-Benzothiazines by (CpRhIII)-Rh-x-Catalyzed C-H Functionalization of Sulfoximines

Nicolai Cramer, Yang Sun

Sulfoximines with stereogenic sulfur atoms are attractive structural motifs in drug discovery. A direct catalytic enantioselective method for the synthesis of sulfur-chiral 1,2-benzothiazines from readily accessible diaryl sulfoximines is presented. Rhodiu ...

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

Metal-Organic Frameworks Invert Molecular Reactivity: Lewis Acidic Phosphonium Zwitterions Catalyze the Aldol-Tishchenko Reaction

Berend Smit, Gerald Bauer, Daniele Ongari, Davide Tiana, Xiangru Xu

The influence of metal-organic frameworks (MOFs) as additives is herein described for the reaction of n-alkyl aldehydes in the presence of methylvinylketone and triphenylphosphine. In the absence of a MOF, the expected Morita-Baylis-Hillman product, a beta ...

American Chemical Society2017

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