PDCL2-CATALYZED HYDROGENOLYSIS OF AN AR-CL BOND BY SODIUM PHOSPHINATEIN AN AQUEOUS ALKALINE-MEDIUM

The hydrogenolysis of the Ar-Cl bond in chlorinated benzoic acids, ani lines, and nitrogen-containing heterocycles by the action of NaH2PO2 i n the presence of catalytic amounts of PdCl2 and NaOH in an aqueous me dium was studied. Under these conditions aryl chlorides were quantitat ively converted into the corresponding arenes. Chloropyridines, such a s 2-chloropyridine and 3,5-dichloropicolinic acid, did not undergo hyd rogenolysis even in the presence of an equivalent amount of NaI. A dis tinct ortho effect was observed for ortho-substituted substrates.