“…[6] As an application to the synthesis of primary anilines, the direct use of NH 3 is quite difficult, and thus Pd-catalyzed Semmler-Wolff-type reactions have been recently reported as the second best strategy; [7,8] our group has previously reported the in situ synthesis of cyclohexanone oximes from NH 2 OH and cyclohexanones,f ollowed by the conversion to primary anilines via dehydrogenation and NÀOb ond cleavage using supported Pd nanoparticle catalysts. [10] However,c onsidering the results obtained for the dehydrogenative aromatization strategy [5] including our previous studies, [8,11,12] there is acritical issue in achieving the selective synthesis of primary anilines;i .e., the desired primary anilines are typically more reactive than NH 3 for the condensation with cyclohexanone substrates,r eadily affording the corresponding imines (i.e., N-cyclohexylidene-anilines) (step 2, Figure 1a). [10] However,c onsidering the results obtained for the dehydrogenative aromatization strategy [5] including our previous studies, [8,11,12] there is acritical issue in achieving the selective synthesis of primary anilines;i .e., the desired primary anilines are typically more reactive than NH 3 for the condensation with cyclohexanone substrates,r eadily affording the corresponding imines (i.e., N-cyclohexylidene-anilines) (step 2, Figure 1a).…”