Oxidative decarboxylation of arylacetic acids and arylacetic esters with singlet molecular oxygen generated from trans-5-hydroperoxy-3,5-dimethyl-1,2-dioxolan-3-yl ethaneperoxate

An efficient method for the oxidative decarboxylation of arylacetic acids and arylacetic esters using trans-5-hydroperoxy-3,5-dimethyl-1,2-dioxolane-3-yl ethaneperoxate in combination with KOH as base is reported. The decarboxylation of carboxylic acids and their derivatives was efficiently achieved with singlet molecular oxygen. Singlet molecular oxygen was produced in situ from the fragmentation of the trans-5-hydroperoxy-3,5-dimethyl-1,2-dioxolane-3-yl ethaneperoxate in the presence of KOH, and it has been explored as an effective oxidant for oxidative decarboxylation of arylacetic acids. Further investigation showed that the reaction also permits the synthesis of aromatic ketones by oxidative decarboxylation of arylacetic esters.

An efficient method for the oxidative decarboxylation of arylacetic acids and arylacetic esters is reported.The decarboxylation of carboxylic acids and their derivatives were efficiently achieved with singlet molecular oxygen. Singlet molecular oxygen was produced insitu from fragmentation of the trans-5-hydroperoxy-3,5-dimethyl-1,2- dioxolane-3-yl ethaneperoxate in the presence of KOH, and it has been explored as an effective oxidant for oxidative decarboxylation of arylacetic acids and arylacetic esters.