Abstract
The hydrogenolysis of the Ar-Cl bond in chlorinated benzoic acids, anilines, and nitrogen-containing heterocycles by the action of NaH2PO2 in the presence of catalytic amounts of PdCl2 and NaOH in an aqueous medium was studied. Under these conditions aryl chlorides were quantitatively converted into the corresponding arenes. Chloropyridines, such as 2-chloropyridine and 3, 5-dichloropicolinic acid, did not undergo hydrogenolysis even in the presence of an equivalent amount of NaI. A distinctortho effect was observed forortho-substituted substrates.
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