Decarboxylative allylation of arylglyoxylic acids with allyl alcohol

• Arylglyoxylic acids are decarboxylatively allylated with allyl alcohol.
• The new C–C bond forming reaction is highly regiospecific.
• Volatile CO2 and water are released as the only byproducts.
• The transformation is cooperatively catalyzed by a metal and an organocatalyst.

A decarboxylative allylation of arylglyoxylic acids with allyl alcohol has been developed. In the presence of catalytic amounts of Pd(dba)2 and PPh3, the substrates are in an esterification equilibrium with the allyl arylglyoxylates, which are continuously decarboxylated to give α,β-unsaturated ketones along with CO2 and water as the only byproducts.

A decarboxylative allylation of arylglyoxylic acids with allyl alcohol has been developed. In the presence of catalytic amounts of Pd(dba)2 and PPh3, the substrates are in an esterification equilibrium with the allyl arylglyoxylates, which are continuously decarboxylated to give α,β-unsaturated ketones along with CO2 and water as the only byproducts.Figure optionsDownload as PowerPoint slide