Gold-Catalyzed C(sp3)-C(sp2) Suzuki-Miyaura Coupling Reaction

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 cross-coupling of alkyl organometallics was first realized in the redox catalytic cycle in gold chemistry, without the use of external oxidants. This gold-catalyzed C(sp3)-C(sp2) coupling reaction allows a varie-ty of chain alkyl and useful methyl trifluoroborates to react with aryl and vinyl iodides under very mild conditions, which provides a complementary reactivity pattern for the challenging coupling with alkyl organometallics. The strong synthesis ability of this gold-catalyzed Suzuki-Miyaura coupling reaction is also demonstrated by its good functional-group compatibility and late-stage application of complicated biomolecules.