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Updated: Jan 24, 2026

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Catalytic Cascade Reaction To Access Cyclopentane-Fused Heterocycles: Expansion of Pd-TMM Cycloaddition
Donguk Ko1, Seung-Yeol Baek2, Jae Yul Shim1
1Department of Applied Chemistry and Global Center for Pharmaceutical Ingredient Materials , Kyung Hee University , Yongin 17104 , Korea.
Abstract:
A palladium-catalyzed reaction of N-aromatic zwitterion and trimethylenemethane that gives fused N-heterocycles via dearomative [3 + 2] cycloaddition and intramolecular cyclization is developed, and a cyclopentane-fused cyclic product is generated. Combining computational and experimental studies, the site-selective dearomatization and the mechanism of this novel reaction are investigated in detail, and the value of pyridinium zwitterion as a reactant is demonstrated.
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