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The production of bioactive pharmaceutical ingredients in a sustainable manner has become essential in the modern academic and industrial community. Herein, we report a chemically robust and sustainable aerobic oxidation for the synthesis of the phenothiazinone framework, using the commercially available TEMPO/HBF 4 /NaNO 2 co-catalytic system under an ambient atmosphere. The reaction is highly efficient with broad scopes and excellent scalability. Preliminary activity screening led to the discovery of compound 3 as a potent antiproliferative agent. The green synthesis of a variety of sulfur containing heterocycles might encourage the pursuit of biologically valuable molecules in the medicinal field.