A reaction between equimolar amounts of cis-[PdCl2(CNCy)2] () and indazole (HInd, ) or 5-methylindazole (HInd(Me), ) proceeded in refluxing CHCl3 for ca. 6 h affording the aminocarbene species cis-[PdCl2{C(Ind)[double bond, length as m-dash]N(H)Cy}(CNCy)] () or cis-[PdCl2{C(Ind(Me))[double bond, length as m-dash]N(H)Cy}(CNCy)] () in good (72-83%) isolated yields. Complexes and were characterized by elemental analyses (C, H, N), HR ESI(+)-MS, IR, and 1D ((1)H, (13)C{(1)H}) and 2D ((1)H,(1)H-COSY, (1)H,(13)C-HMQC/(1)H,(13)C-HSQC, (1)H,(13)C-HMBC) NMR spectroscopies, and complex as well by X-ray diffraction. The observed coupling represents the first example of metal-mediated integration between any isocyanide and any aromatic heterocyclic system having an HN center.