Palladium catalyzed oxidations of secondary alcohols

Reductions of aryl bromides in water at room temperature

“…In the case of cinnamyl alcohol, cinnamaldehyde was detected by GCMS analysis (entry 3), confirming that hydride was being supplied from the alcohol precursor, in agreement with prior observations by Yoshida. 13 Adjustments in both the amount of hydride, from 1.0 to 0.5 equivalents, and base (Et 3 N), from two to one and a half equivalents, could be made as well without impacting yields (see SI). Reduction in the loading of Pd catalyst, from 3 to 2 mol %, was also possible, although mild heating of the reaction mixture to 40 °C was required.…”

The Reims Journey Towards Discovery and Understanding of Pd-Catalyzed Oxidations

“…The Yoshida procedure of oxidation of alcohols used a Pd catalyst with an aryl halide as hydrogen acceptor and a base (Scheme 10) [55,56]. We used this procedure for the oxidation with high yields of benzyl-protected sugar hemiacetals into lactones (Equation (16)) [57].…”

Palladium-Catalyzed Synthesis of β,β-Diaryl α,β-Unsaturated Ketones

“…Compound 3aa was obtained in 41% yield under argon atmosphere (Table 1, entry 25). In addition to our proposed mechanism, we assume that under oxygen-free conditions ArI 8,18 could form an Ar-Pd II -I intermediate with palladium and then conduct the β-H elimination as well as regenerate active catalyst in the oxidation cycle, which may also function under oxygen atmosphere.…”