Synergistic Palladium/Silver/Ligand Catalysis for C−H Alkenylation of 2,1,3‐Benzofused Heterodiazoles

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 18, 2024

Abstract The combination of palladium and silver complexes has emerged as a bimetallic catalytic system in C−H activation, frequently outperforming palladium‐only systems. Beyond the conventional roles (I) salts serving oxidants, halide scavengers, Lewis acids, Pd−Ag synergism been shown to facilitate cleavage. In this study, we explore incorporation pyrazolopyridone (PzPyOH) ligand into system, which together promote both cleavage migratory insertion processes. This synergistic approach enables dehydrogenative alkenylations at C4 position 2,1,3‐benzothiadiazole, 2,1,3‐benzoxadiazole, 2,1,3‐benzotriazole with alkenes. These results demonstrate potential combining novel ligands heterobimetallic systems other elementary steps beyond cleavage, suggesting their broader applicability functionalization.

Language: Английский

Palladium-Catalyzed Oxidative Cyclization of O-Aryl Cyclic Vinylogous Esters: Synthesis of Benzofuran-Fused Cyclohexenones

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 28, 2024

This study presents a method for synthesizing functionalized hydrodibenzofuran derivatives. Using palladium catalysis, O-aryl cyclic vinylogous esters undergo dehydrogenative intramolecular arylation at the vinylic carbon. Preliminary kinetic isotope effect studies suggest that C(aryl)–H bond cleavage may be rate-determining step.

Language: Английский