The microwave-assisted synthesis of a series of acylphenothiazine derivatives is described. 10 H-Phenothiazine-3-carbaldehyde derivatives were obtained in moderate yields by the Duff formylation reaction, and 10-acetyl-phenothiazine derivatives were obtained in excellent yields by acetylating phenothiazine derivatives with acetic anhydride. A theoretical explanation for the chemoselectivity and regioselectivity of these acylation reactions ...