Cyclic sulfonamides, also known as sultams, have found diverse applications in drug discovery (e.g., the anticonvulsant sultiame or the antimicrobial taurolidine, as well as numerous leads and drug candidates), asymmetric synthesis (e.g., camphorsultam as a chiral auxiliary), agricultural and food chemistry (e.g., the artificial sweetener saccharin), and other areas. Taking into account the well-known non-classical isosterism of sulfonamide and carboxamide moieties, sultams can be considered as threedimensional mimetics of lactams (Figure ). On the other hand, sultams can be also regarded as isosteres of saturated heterocyclic amines, which lack basicity at the physiological conditions but still retain capability of chemical modification at the NH moiety through its increased acidity.