Substrate‐controlled chemoselective synthesis of 1‐sulfonylquinazoline‐2,4(1H,3H)‐diones and 2‐sulfonamidobenzonitriles

Abstract

We have developed a diversity‐oriented, substrate‐controlled, chemoselective synthetic method for a variety of structurally diverse 1‐sulfonylquinazoline‐2,4(1H,3H)‐diones and 2‐sulfonamidobenzonitriles. This substrate‐controlled synthesis is accomplished through the condensation reaction of 2‐(sulfonamido)benzamides with or without an N‐methyl group on the amides. The reactions are fulfilled within half an hour at room temperature with solid triphosgene as a convenient condensing agent and pyridine as an acid acceptor. This protocol features easily available starting materials, mild reaction conditions, easy experimental operation, and moderate to excellent yields of products.