Ma, Rulin published the artcileC-H to C-N Cross-Coupling of Sulfonamides with Olefins, Category: bromides-buliding-blocks, the main research area is allylic amine regioselective diastereoselective preparation; palladium sulfinylphenyloxazoline catalyst regioselective stereoselective coupling sulfonamide terminal alkene; regioselective stereoselective amination terminal alkene sulfonamide palladium sulfinylphenyloxazoline catalyst; mechanism regioselective stereoselective amination terminal alkene sulfonamide isotope effect; stabilization reactive allylpalladium complex sulfinylphenyloxazoline ligand oxidative amination sulfonamide.
In the presence of Pd(OAc)2 and arylsulfinylphenyloxazoline I, trifluoromethanesulfonamides and 4-nitrobenzenesulfonamides such as PhCH2NHSO2CF3 underwent regioselective and diastereoselective coupling/amination reactions with terminal alkenes such as allylated dextromethorphan II mediated by 2,5-dimethyl-1,4-benzoquinone in toluene to yield (E)-linear allylic alkenes in average yields of 51-90% yields, in > 20:1 regioselectivities and (in all but one case) in >20:1 diastereoselectivities. Nonracemic reactants with potentially epimerizable stereocenters such as amino acid-derived triflamides did not undergo racemization. In the presence of I, palladium and alkene form a π-allyl complex which underwent amination, while in the presence of a bis(sulfoxide) ligand, neither π-allyl complex or product was formed; the sulfoxide-oxazoline ligand is this effective at promoting functionalization by supporting cationic π-allyl Pd.
Journal of the American Chemical Society published new progress about Amination catalysts (regioselective, stereoselective, oxidative). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Category: bromides-buliding-blocks.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary