A5037099152- Sulfur-Based Synthesis Techniques
- Catalytic C–H Functionalization Methods
- Catalytic Cross-Coupling Reactions
- Radical Photochemical Reactions
- Chemical Synthesis and Reactions
- Multicomponent Synthesis of Heterocycles
University of Wisconsin–Madison
2020-2025
University of Rochester
2016
Bard College
2013
A new method for the decarboxylative coupling of alkyl N-hydroxyphthalimide esters (NHP esters) with aryl iodides is presented. In contrast to previous studies that form radicals from carboxylic acid derivatives, no photocatalyst, light, or arylmetal reagent needed, only nickel and a reducing agent (Zn). Methyl, primary, secondary groups can all be coupled in good yield (77% ave yield). One an chloride also Stoichiometric reactions (dtbbpy)Ni(2-tolyl)I NHP ester show first time...
Alkyl chlorides and aryl are among the most abundant stable carbon electrophiles. Although their coupling with nucleophiles is well developed, cross-electrophile of alkyl has remained a challenge. We report here first general approach to this transformation. The key productive, selective cross-coupling use small amount iodide or bromide along recently reported ligand, pyridine-2,6-bis(N-cyanocarboxamidine) (PyBCamCN). scope reaction demonstrated 35 examples (63 ± 16% average yield), we show...
Aryl triflates make up a class of aryl electrophiles that are available in single step from the corresponding phenol. Despite known reactivity nickel complexes for C-O bond activation phenol derivatives, nickel-catalyzed cross-electrophile coupling using has proven challenging. Herein, we report method to form C(sp2)-C(sp3) bonds by with alkyl bromides and chlorides phenanthroline (phen) or pyridine-2,6-bis(N-cyanocarboxamidine) (PyBCamCN)-ligated catalysts. The scope reaction is...