Publication
Room-Temperature Decarboxylative Alkynylation of Carboxylic Acids Using Photoredox Catalysis and EBX Reagents
Publications associées (32)
Photochemical Alkynylations with Hypervalent Iodine Reagents
Stephanie Grace Elizabeth Amos
Over the past twenty years, photochemical transformations have gained in importance in organic chemistry. Indeed, the development of photocatalysts has allowed the use of visible light as an energy source for chemical transformations. More specifically, ph ...
EPFL2022Investigation of Carboxylic Acid Isosteres and Prodrugs for Inhibition of the Human SIRT5 Lysine Deacylase Enzyme
Sirtuin 5 (SIRT5) is a protein lysine deacylase enzyme that regulates diverse biology by hydrolyzing epsilon-N-carboxyacyllysine posttranslational modifications in the cell. Inhibition of SIRT5 has been linked to potential treatment of several cancers but ...
2022Amphiphilic Iodine(III) Reagents for the Lipophilization of Peptides in Water
Jérôme Waser, Durga Prasada Rao Hari, Romain Gaëtan Tessier, Abhaya Kumar Mishra
We report the functionalization of cysteine residues with lipophilic alkynes bearing a silyl group or an alkyl chain using amphiphilic ethynylbenziodoxolone reagents (EBXs). The reactions were carried out in buffer (pH 6 to 9), without organic co-solvent o ...
2021Structure and Reactivity of N-Heterocyclic Alkynyl Hypervalent Iodine Reagents
Rosario Scopelliti, Jérôme Waser, Farzaneh Fadaei Tirani, Matthew Wodrich, Eliott Hugo Joran Le Du
Ethynylbenziodoxol(on)e (EBX) cyclic hypervalent iodine reagents have become popular reagents for the alkynylation of radicals and nucleophiles, but only offer limited possibilities for further structure and reactivity fine-tuning. Herein, the synthesis of ...
2021Chiral Alkyl Amine Synthesis via Catalytic Enantioselective Hydroalkylation of Enecarbamates
Xile Hu, Srikrishna Bera, Deyun Qian
Chiral alkyl amines are omnipresent as bioactive molecules and synthetic intermediates. The catalytic and enantioselective synthesis of alkyl amines from readily accessible precursors is challenging. Here we develop a nickel-catalyzed hydroalkylation metho ...
AMER CHEMICAL SOC2021Hypervalent Iodine-Mediated Late-Stage Peptide and Protein Functionalization
Jérôme Waser, Elija Grinhagena, Emmanuelle Madeline Dominique Allouche
Hypervalent iodine compounds are powerful reagents for the development of novel transformations. As they exhibit low toxicity, high functional group tolerance, and stability in biocompatible media, they have been used for the functionalization of biomolecu ...
WILEY-V C H VERLAG GMBH2021How free exciton-exciton annihilation lets bound exciton emission dominate the photoluminescence of 2D-perovskites under high-fluence pulsed excitation at cryogenic temperatures
Michael Graetzel, Jovana Milic, Yang Li, Algirdas Ducinskas
Photoluminescence (PL) spectra of atomically thin 2D lead iodide perovskite films are shown to depend on excited-state density, especially at cryogenic temperatures. At high excited-state densities and low temperatures, free exciton (FE) emission is so sup ...
AMER INST PHYSICS2021Photocatalytic Decarboxylative Coupling of Aliphatic N-hydroxyphthalimide Esters with Polyfluoroaryl Nucleophiles
Xile Hu, Lara Lavrencic, Runze Mao, Xiangli Yi
Polyfluoroarenes are an important class of compounds in medical and material chemistry. The synthesis of alkylated polyfluoroarenes remains challenging. Here we describe a decarboxylative coupling reaction of N-hydroxyphthalimide esters of aliphatic carbox ...
WILEY-V C H VERLAG GMBH2021