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Abstract
A gold-catalyzed C(sp3)-C(sp2) Suzuki-Miyaura coupling reaction facilitated by the ligand-enabled Au(I)/Au(III) redox catalysis was developed. The elementary organometallic step of transmetalation has been realized in the redox catalytic cycle in gold chemistry, and overcomes the limitations of previously known transition-metal catalyzed coupling reactions of alkyl organometallic reagents, such as the low reactivity of transmetalation and susceptibility to β-hydride elimination. This gold-catalyzed C(sp3)-C(sp2) coupling reaction allows a variety of chain alkyl and methyl trifluoroborates to react with aryl and vinyl iodides under very mild conditions, which has the promise for late-stage application of complicated biomolecules.
Supplementary materials
Title
Gold-Catalyzed C(sp3)-C(sp2) Suzuki-Miyaura Coupling Reaction
Description
Tables with details of optimization studies; details for the experimental mechanism studies; details for all the synthetic procedures; characterization data and NMR.
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