Gold-Catalyzed C(sp <sup>3</sup> )–C(sp <sup>2</sup> ) Suzuki–Miyaura Coupling Reaction
Wenqian Du, Fen Zhao, Rongjie Yang, Zhonghua Xia
Abstract
A gold-catalyzed C(sp 3 )–C(sp 2 ) Suzuki–Miyaura coupling reaction facilitated by 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(sp 3 )–C(sp 2 ) coupling reaction allows a variety of alkyl chain and useful methyl trifluoroborates to react with aryl and vinyl iodides under very mild conditions, which provides a new reactivity pattern for challenging couplings with alkyl organometallics.
Topics & Concepts
ChemistryAlkylCatalysisCoupling reactionArylReactivity (psychology)Ligand (biochemistry)Catalytic cycleRedoxMedicinal chemistryReductive eliminationCombinatorial chemistryOrganic chemistryReceptorBiochemistryMedicineAlternative medicinePathologyCatalytic Alkyne ReactionsCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods