0000000000802326

AUTHOR

Denissa Peine

showing 2 related works from this author

Palladium-Catalyzed Reaction of Boronic Acids with Chiral and Racemic ?-Bromo Sulfoxides.

2005

Palladium-catalyzed cross-coupling reactions of racemic α-bromo sulfoxides with boronic acids are carried out in either aqueous or nonaqueous medium with formation of a new C sp3−C sp2 bond. The arylation of chiral α-bromo sulfoxides occurs without racemization. The cross-coupling reaction is general and gives high yields with arylboronic acids substituted with either donor or acceptor groups but gives poor results with heteroarylboronic acids. The best yields are obtained using degassed solvents and CsF instead of aqueous base. The use of aqueous base and the presence of oxygen favor the homocoupling side reaction.

chemistry.chemical_classificationAqueous solutionchemistryBase (chemistry)Side reactionchemistry.chemical_elementOrganic chemistryGeneral MedicineOxygenAcceptorRacemizationPalladiumCatalysisChemInform
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Palladium-catalyzed reaction of boronic acids with chiral and racemic alpha-bromo sulfoxides.

2004

Palladium-catalyzed cross-coupling reactions of racemic alpha-bromo sulfoxides with boronic acids are carried out in either aqueous or nonaqueous medium with formation of a new C sp(3)-C sp(2) bond. The arylation of chiral alpha-bromo sulfoxides occurs without racemization. The cross-coupling reaction is general and gives high yields with arylboronic acids substituted with either donor or acceptor groups but gives poor results with heteroarylboronic acids. The best yields are obtained using degassed solvents and CsF instead of aqueous base. The use of aqueous base and the presence of oxygen favor the homocoupling side reaction.

chemistry.chemical_classificationReaction mechanismAqueous solutionBase (chemistry)Organic ChemistrySide reactionchemistry.chemical_elementSulfoxideMedicinal chemistryCatalysischemistry.chemical_compoundchemistryRacemizationPalladiumThe Journal of organic chemistry
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