Litcius/Paper detail

Palladium-Catalyzed Monoarylation of Arylhydrazines with Aryl Tosylates

Yange Huang, Pui Ying Choy, Junya Wang, Man‐Kin Tse, Raymond Wai‐Yin Sun, Albert S. C. Chan, Fuk Yee Kwong

2020The Journal of Organic Chemistry21 citationsDOI

Abstract

A palladium-catalyzed C–N bond coupling reaction between arylhydrazines and aryl tosylates for facile synthesis of unsymmetrical N,N-diarylhydrazines has been developed. Employing the catalyst system of Pd(TFA)2 associated with newly developed phosphine ligand L1, the monoarylation of arylhydrazine proceeds smoothly to afford desired products in good-to-excellent yields (up to 95%) with good functional group compatibility. This method provides an alternative synthetic pathway for accessing structurally diversified N,N-diarylhydrazines from simple and easily accessible coupling components.

Topics & Concepts

PhosphinePalladiumArylChemistryCatalysisCombinatorial chemistryCompatibility (geochemistry)Coupling reactionLigand (biochemistry)Functional groupOrganic chemistryMaterials sciencePolymerAlkylBiochemistryComposite materialReceptorCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis