Abstract
Carbonylation of benzyl alcohol catalyzed by a palladium(0) complex and promoted by hydrogen iodide gives phenylacetic acid in excellent yields in aqueous systems. The catalysis is proposed to proceed through a benzylpalladium species formed by the oxidative addition of benzyl iodide, produced in situ by the interaction of benzyl alcohol with HI, to a Pd(0) species. Application of the carbonylation process to other arylmethanol analogs provided convenient means to prepare 3-isochromanone, 1,4-benzenediacetic acid, 2-hydroxybenzeneacetic acid and 2-naphthaleneacetic acid.
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