A mild synthesis of 3,5-disubstituted nitrobenzenes from readily available 3-formylchromones is reported. The developed methodology follows a cascade process, promoted by diazobicyclo[5.4.0]undec-7-ene (DBU). The proposed mechanism would involve an initial Michael addition of nitromethane at C-2 of 3-formylchromone. The resultant intermediate would undergo another Michael reaction with a second 3-formylchromone. After ring closure through intramolecular cyclization, the aromatization would be completed by deformylation, affording the 3,5-disubstituted nitrobenzenes in 53-86% yield. The reported method produces three new C–C bonds in a simple and straightforward manner and it is consistent with gram-scale synthesis.