Abstract: The acid-catalyzed reaction of N-acyl-and N-sulfonyl-Oarylhydroxylamines with benzene proceeded quite smoothly to give 2-and 4-hydroxybiphenyls, The results of product analysis, the orientation of the reaction, and the effects of substituents on the nitrogen atom and on the phenyl ring suggested a mechanism that involves a phenoxenium ion. The phenoxenium ion was trapped by benzene and other various nucleophiles.