A microwave-assisted, sequential, one-pot protocol has been developed for the synthesis of a variety of benzothiadiazin-3-one-1,1-dioxides. This protocol utilizes a copper -catalyzed N-arylation of a-bromobenzenesulfonamides with a number of amines to generate the corresponding 2 aminobenzenesulfonamides, which undergo cyclization to the desired sultams using carbonyl diimidazole (CDI). A range of conditions was evaluated for the key CN bond formation step with tolerance toward functionalized amines.