In 2017, Zhang et al. reported the synthesis of CN-OA-m from urea and oxamide in a molten salt. 78 This polymer has a conduction band energy of -1.6 V, a valence band of 0.96 V, and an obvious absorption band in the 460-700 nm region. 78- 79 These investigators also demonstrated that CN-OA-m can absorb visible light at wavelengths of >500 nm and exhibits high hydrogen-production activity. For our initial experiments, we selected 3,5-dimethylbromobenzene and pyrrolidine as model substrates to optimize the conditions for the desired coupling reaction with CN-OA-m as a photocatalyst (Table ). 77 Target amination product 3 was obtained in 91% isolated yield upon red-light irradiation (660-670 nm) of the substrates under argon at 85 °C for 24 h in dimethylacetamide (DMAc) containing NiBr2•glyme and 1,4,5,6-tetrahydro-1,2-dimethylpyrimidine (mDBU) (entry 1). Other photocatalyst-carbon nitride (C3N4, entry 2), 80 mesoporous graphitic carbon nitride (mpg-C3N4, entry 3), 81 P-doped carbon nitride prepared from diammonium hydrogen phosphate and urea (p-C3N4, entry 4), 82 graphitic carbon nitride (g-C3N4, entry 5), 83 PR-C3N4 (a red polymeric carbon nitride containing Na and K atoms; entry 6), 84 and MC-C3N4 (a reddish-brown polymeric carbon nitride containing Na, K, and Li atoms; entry 7) 85 -gave lower yields (43-83%) than CN-OA-m (see also Table ). Our findings revealed that these organic semiconductors are efficient red-light photocatalyst. The solvent also had a significant impact on the reaction yield, with DMAc being the most effective (Table ). Of the various tested Ni catalysts, NiBr2•glyme exhibited the highest activity (Table ). The wavelength of the light also played an important role, with 660-670 nm red light exhibiting the highest yield (compare entry 1 with entries 8-10, and see Table ). The reaction was also sensitive to temperature: no C-N coupling product was obtained at room temperature (entry 11). The choice of base also played a crucial role (entry 12); only organic bases were effective, with the mild, soluble base mDBU giving the best results (Table ). Moreover, the reaction did not occur in the absence of light (entry 13), even at high temperature (entry 14). Control experiments revealed that the reaction failed to proceed in the absence of a Ni catalyst (entry 15). 77