A stereoselective method for the synthesis of axially chiral biaryl scaffolds by CH bond functionalization was accomplished using chiral sulfoxide both as the directing group enabling the regioselective activation of a CH bond and as the chiral auxiliary generating an asymmetric environment in the coordination sphere of the metal complex. We have demonstrated the directing ability of the p‐tolylsulfinyl group in promoting the Pd(II)‐catalyzed CH olefination of biphenyls.magnified image
Efficient access to dibenzothiophene-S-oxides from differently substituted 2-bromo-diarylsulfinyl moieties using ligandless Pd(OAc)2 as the catalyst and KOAc as the base in dimethylacetamide at 130 °C is reported. Various dibenzothiophene-S-oxides were obtained in excellent yields.
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