6533b821fe1ef96bd127b62c

RESEARCH PRODUCT

ChemInform Abstract: Efficient Synthesis of Racemic and Chiral Alkenyl Sulfoxides by Palladium-Catalyzed Suzuki Coupling.

Gisela ManchaMercedes Medio-simónAna B. CuencaGregorio AsensioNuria Rodriguez

subject

Arylchemistry.chemical_elementSulfoxideGeneral MedicineDABCOMedicinal chemistryCatalysischemistry.chemical_compoundchemistrySuzuki reactionOrganic chemistryEnantiomeric excessPhosphinePalladium

description

Alkenyl sulfoxide derivatives are obtained in high yields through a palladium-catalyzed Suzuki/Miyaura cross-coupling reaction of racemic and chiral 1-halo sulfoxides with aryl and alkenyl boronic acids. Chiral substrates react with no loss of optical purity and high optical yields. The reaction takes place with different palladium catalysts, such as Pd(PPh 3 ) 4 or Pd(OAc) 2 /DABCO. Although nitrogen ligands like DABCO lead to an active palladium catalyst, they are less effective than the phosphine ones.

https://doi.org/10.1002/chin.201048075