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Useful Pd-Catalyst for Alkynylation of Aryl Triflates
No.184(Aug. 2020)
PdCl2(alaphos) catalyst (1) is a complex of Pd(II) and a bidentate aminopropylphosphine ligand.1) Cross-coupling products are obtained in high yields by the reaction of aryl triflates with alkynyl Grignard reagents in the presence of 1 and LiBr. Aryl triflates as starting materials are readily prepared from the corresponding phenols, which is one of the advantages of this reaction. Furthermore, when an aryl triflate with a bromo group is used as a substrate, the alkynyl aryl bromide can be obtained with high functional group selectivity.2) Alkynyl arenes are important compounds as building blocks of polycyclic aromatic hydrocarbons and as functional materials, so the coupling reaction with 1 is anticipated to be used widely.
References
- 1) Enantioposition-selective alkynylation of biaryl ditriflates by palladium-catalyzed asymmetric cross-coupling
- 2) Dichloro[(2-dimethylamino)propyldiphenylphosphine]palladium(II) (PdCl2(alaphos)): An Efficient Catalyst for Cross-Coupling of Aryl Triflates with Alkynyl Grignard Reagents
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