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Enantioselective C–H Arylation for Axially Chiral Heterobiaryls

Ziyue Liu, Ben Gao, Konstantin Chernichenko, He Yang, Sébastien Lemaire, Wenjun Tang

2023Organic Letters20 citationsDOI

Abstract

An enantioselective palladium-catalyzed C–H arylation of functionalized pyrazoles/triazoles/imidazoles is developed, affording a variety of axially chiral ortho -nitro/formyl-substituted heterobiaryls with excellent enantioselectivities and good yields. The method features a deuterated P-chiral phosphorus ligand CD 3 -AntPhos, a broad substrate scope of functionalized heterobiaryls, mild reaction conditions, and low palladium loadings.

Topics & Concepts

Enantioselective synthesisChemistryAxial symmetryCatalysisCombinatorial chemistryOrganic chemistryStereochemistryStructural engineeringEngineeringAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralityCatalytic C–H Functionalization Methods
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