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Palladium-catalyzed dearomative 1,4-difunctionalization of naphthalenes

Ping Yang, Chao Zheng, Yu‐Han Nie, Shu‐Li You

2020Chemical Science38 citationsDOIOpen Access PDF

Abstract

a Pd-catalyzed 1,4-difunctionalization reaction is described. In the presence of a commercially available palladium precursor and ligand, intramolecular dearomative Heck-type insertion provides π-allylpalladium intermediates which are readily captured by a series of nucleophiles in excellent yields (up to 99%). This reaction features mild conditions, broad substrate scope, and useful transformations of the products.

Topics & Concepts

PalladiumReactivity (psychology)CatalysisConjugated systemChemistryCombinatorial chemistryOrganic chemistryMedicineAlternative medicinePathologyPolymerCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsOxidative Organic Chemistry Reactions