Litcius/Paper detail

Palladium-Catalyzed Ring-Closing Reaction via C–N Bond Metathesis for Rapid Construction of Saturated <i>N</i>-Heterocycles

Bangkui Yu, Suchen Zou, Hongchi Liu, Hanmin Huang

2020Journal of the American Chemical Society63 citationsDOI

Abstract

The ring-closing reactions based on chemical bond metathesis enable the efficient construction of a wide variety of cyclic systems which receive broad interest from medicinal and organic communities. However, the analogous reaction with C–N bond metathesis as a strategic fundamental step remains an unanswered challenge. Herein, we report the design of a new fundamental metallic C–N bond metathesis reaction that enables the palladium-catalyzed ring-closing reaction of aminodienes with aminals. The reactions proceed efficiently under mild conditions and exhibit broad substrate generality and functional group compatibility, leading to a wide variety of 5- to 16-membered N-heterocycles bearing diverse frameworks and functional groups.

Topics & Concepts

ChemistrySalt metathesis reactionRing-closing metathesisMetathesisPalladiumCatalysisFunctional groupCombinatorial chemistryRing (chemistry)Organic chemistryPolymerizationPolymerSynthetic Organic Chemistry MethodsChemical Synthesis and AnalysisCatalytic Cross-Coupling Reactions