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

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Publications associées (31)

Palladium-Catalyzed Three-Component Reaction of Propargyl Carbonates, Isocyanides, and Alcohols or Water: Switchable Synthesis of Pyrroles and Its Bicyclic Analogues

Qian Wang, Jieping Zhu, Guanyinsheng Qiu

In the presence of a catalytic amount of Pd(OAc)2 and a stoichiometric amount of tert-butylamine, the reaction of propargyl carbonates, isocyanides, and alcohols afforded polysubstituted aminopyrroles in good yields. Using water as a nucleophile instead of ...

American Chemical Society2017

Palladium-Catalyzed Enantioselective Narasaka-Heck Reaction/Direct C−H Alkylation of Arenes: Iminoarylation of Alkenes

Qian Wang, Jieping Zhu, Xu Bao

A palladium-catalyzed reaction of g,d-unsaturated oxime esters with oxadiazoles afforded dihydropyrroles in good to excellent yields through an intramolecular iminopalladation/intermolecular direct heteroarene C-H alkylation cascade. This unprecedented imi ...

Wiley-Blackwell2017

Synthesis, structure, and catalytic properties of palladium complexes containing bis(phosphino)-amine ligands

Kurt Schenk, Farzaneh Fadaei Tirani

Two N,N-bis(diphenylphosphino)-amine ligands [amine = 4-aminomorpholine (L-1) or 1-amino-4-methylpiperazine (L-2)] and their Pd(II) complexes were synthesised and characterised by IR and NMR spectroscopies. The structures of ligand L-1 and both complexes C ...

Elsevier Science Sa2016

Designing interactions across interfaces in ionic liquids

Valentin Michael Manzanares

Ionic liquids (ILs) have attracted much attention because of their unusual charac- teristics (vapor pressure, condictivity, etc.). Furthermore, they can be designed to display desired properties specific to an application (task-specific ionic liquid, TSILs ...

EPFL2016

Synthesis of Oxazolidin-2-ones by Oxidative Coupling of Isonitriles, Phenyl Vinyl Selenone, and Water

Qian Wang, Thomas Bertrand Pascal Marie Buyck, Jieping Zhu, Delphine Pasche

Reaction of alkyl isocyanides, phenyl vinyl selenone, and water in the presence of a catalytic amount of Cs2CO3 afforded oxazolidin-2-ones in good yields. This unprecedented heteroannulation process created four chemical bonds in a single operation with th ...

Wiley-Blackwell2016

Amine synthesis via iron-catalysed reductive coupling of nitroarenes with alkyl halides

Xile Hu, Chi Wai Cheung

(Hetero)Aryl amines, an important class of organic molecules in medicinal chemistry, are most commonly synthesized from anilines, which are in turn synthesized by hydrogenation of nitroarenes. Amine synthesis directly from nitroarenes is attractive due to ...

Nature Publishing Group2016

Cross-Coupling of Nonactivated Primary and Secondary Alkyl Halides with Aryl Grignard Reagents Catalyzed by Chiral Iron Pincer Complexes

Xile Hu, Gerald Bauer, Chi Wai Cheung

Iron(III) bisoxazolinylphenylamido (bopa) pincer complexes are efficient precatalysts for the cross-coupling of nonactivated primary and secondary alkyl halides with phenyl Grignard reagents. The reactions proceed at room temperature in moderate to excelle ...

Georg Thieme Verlag2015

Synthesis and structure-activity studies of well-defined nickel complexes as catalysts for cross coupling of alkyl electrophiles

Pablo Marcelo Perez Garcia

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

Catalytic Applications and Mechanistic Investigations of Iron Bis(oxazolinylphenyl)amino Pincer Complexes in Kumada Cross Coupling and Hydrosilylation Reactions

Gerald Bauer

The aim of the project was to investigate iron bis(oxazolinylphenyl)amino (bopa) pincer complexes as pre-catalysts in the enantioselective Kumada cross-coupling of non-activated alkyl halides with aryl Grignard reagents. From this preliminary cross-couplin ...

EPFL2015

Z-Selective Olefin Synthesis via Iron-Catalyzed Reductive Coupling of Alkyl Halides with Terminal Arylalkynes

Xile Hu, Fedor Zhurkin, Chi Wai Cheung

Selective catalytic synthesis of Z-olefins has been challenging. Here we describe a method to produce 1,2-disubstituted olefins in high Z selectivity via reductive cross-coupling of alkyl halides with terminal arylalkynes. The method employs inexpensive an ...

American Chemical Society2015

Copper-Catalyzed Cyanomethylation of Allylic Alcohols with Concomitant 1,2-Aryl Migration: Efficient Synthesis of Functionalized Ketones Containing an α-Quaternary Center

Qian Wang, Ala Bunescu, Jieping Zhu

A copper-catalyzed alkylation of allylic alcohols by alkyl nitriles with concomitant 1,2-aryl migration was developed. Formation of the alkyl nitrile radical was followed by its intermolecular addition to alkenes and the migration of a vicinal aryl group w ...

Wiley-Blackwell2015

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