Publications de Guillaume Dominique Pisella

New Vinylation and Alkynylation Strategies with Hypervalent Iodine Reagents and Diazo Compounds

The development of a sequential copper-catalyzed oxy-alkynylation/intramolecular [4+2] cycloaddition of allenes and arenes was investigated at first. This one-pot protocol allowed the construction of complex polycylic architectures with high efficiency fro ...

EPFL2021

Cu(I)-Catalyzed gem-Aminoalkynylation of Diazo Compounds: Synthesis of Fluorinated Propargylic Amines

Jérôme Waser, Guillaume Dominique Pisella, Nieves Pilar Ramirez Hernandez

The gem-aminoalkynylation of fluorinated diazo compounds catalyzed by a simple Cu(I) salt is described. This three-component reaction allows the synthesis of propargylic amines with broad functional group tolerance. Both electron-rich and electron-poor ani ...

2021

Three-Component Reaction for the Synthesis of Highly Functionalized Propargyl Ethers

Jérôme Waser, Alec Gagnebin, Guillaume Dominique Pisella

Multicomponent reactions provide efficient means to access molecular complexity. Herein, we report a copper-catalyzed three-component reaction of diazo compounds, alcohols and ethynyl benziodoxole (EBX) reagents for the synthesis of propargyl ethers. Exten ...

2020

Low‐Temperature Intramolecular [4+2] Cycloaddition of Allenes with Arenes for the Synthesis of Diene Ligands

Rosario Scopelliti, Matthew Wodrich, Jérôme Waser, Farzaneh Fadaei Tirani, Durga Prasada Rao Hari, Guillaume Dominique Pisella, Artem Tsymbal

The intramolecular [4+2] cycloaddition between arenes and allenes first reported by Himbert gives rapid access to rigid polycyclic scaffolds. Herein, we report a one‐pot oxyalkynylation/cycloaddition reaction proceeding under mild conditions (23–90 °C) and ...

Wiley-VCH Verlag GmbH2020

Vinylbenziodoxol(on)es: Synthetic Methods and Applications

Jérôme Waser, Guillaume Dominique Pisella, Nina Declas

Cyclic hypervalent iodine reagents are now frequently used in synthetic organic chemistry, either as oxidants or group-transfer reagents. Vinylbenziodoxol(on)es (VBXs) bearing alkene substituents have been less investigated than the corresponding trifluoro ...

2020

Copper-Catalyzed Oxyvinylation of Diazo Compounds

Jérôme Waser, Alec Gagnebin, Guillaume Dominique Pisella

A copper(I)-catalyzed vinylation of diazo compounds with vinylbenziodoxolone reagents (VBX) as partners is reported. The transformation tolerates diverse functionalities on both reagents delivering polyfunctionalized vinylated products. The strategy was su ...

2020

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