MECHANISM OF DECARBALKOXYLATION OF ARYLMETHYLENE-PROPANEDIOIC ACID DIMETHYL ESTERS

Article abstract of DOI:10.1016/S0040-4020(01)90528-9

The decarbalkoxylation in DMSO-NaX-H2O, of some arylmethylene propanedioic acid dimethyl esters is studied.Both the relative rates of the para (R = NO2, H, CH3, OCH3) and the ortho substituted aryl derivatives, together with the stereochemical outcome, support a preliminary nucleophilic attack by water followed by decarboxylative elimination.