An additional criterion pertains to three-dimensionality and conformational restriction, commonly known as "escape from flatland". This principle advocates the transition from planar aromatic structures to sp -enriched three-dimensional analogs, thereby improving the pharmacokinetic characteristics of potential drugs. After the introduction of the concept of lead-oriented synthesis and the shift from planar aromatic fragments to the saturated counterparts, the scientific community's focus turned towards small saturated molecules. These derivatives increasingly utilized as fragments, building blocks, or scaffolds in the design of biologically active compounds. This paradigm extended to the chemical space of sulfonamides, which were predominantly aromatic derivatives (including compounds 1-5), and sultams, primarily represented by derivatives of saccharin 7 and related aromatic systems 8-10. Consequently, sp enriched saturated and partially unsaturated scaffolds have emerged as promising examples accompanying the current tendencies in drug design. Notably, the list of saturated sultams includes the anticonvulsant drug sulthiame 11, a combination of acyclic and cyclic sulfonamides, specifically 1,2-thiazinan-1,1-dioxide (Figure ). Some articles have explored distinct categories of other sultams, 32 e.g. chiral auxiliary sultams with scaffolds other than camphor, benzothiazines, or bridging sultams featuring a nitrogen atom in the bridgehead position. Additionally, N-substituted isothiazolidine-1,1-dioxide (γ-sultam) is exemplified by the antidiabetic agent 12 (Figure ).