The first example of oxidant-free cobalt-catalyzed synthesis of five-membered spirocycles is reported from benzimidates and maleimides utilizing nitrobenzene as promoter. In contrast to previously known cobalt-catalyzed oxidative C-H functionalization reactions, this transformation occurs efficiently in the absence of oxidant and is accompanied by liberation of hydrogen. The spiro-lactams were readily achieved by the hydrolysis of as-prepared spirocyclic compounds. The Cp*Rh(III) catalyst shows poor reactivity.