Preparation of N- and C-Functionally-Substituted Glutarimides: A Review

Six-membered heterocyclic systems such as glutarimides are widely used in medicinal chemistry. The glutarimide skeleton is found in many commercially available pharmaceuticals due to a wide range of bioactivity. The preparation of C,N-highly functionalized glutarimides is an important topic in modern organic synthesis, since it reveals the ability to build a more complex system and thus expands the range of various drugs. This review describes approaches to the synthesis of N- and C-functionally-substituted glutarimides presented in the literature from 2005 to 2022. Options for the enantioselective synthesis of spiroglutarimides, the use of organocatalysis in the synthesis of glutarimides, and optimization of the synthesis of already known pharmaceuticals are described.

Automated summary

Six-membered heterocyclic systems, such as glutarimides, are widely used in medicinal chemistry due to their wide range of bioactivity. The synthesis of C,N-highly functionalized glutarimides is an important topic in modern organic synthesis as it allows for the construction of more complex systems and expands the range of various drugs. This review discusses approaches to the synthesis of N- and C-functionally-substituted glutarimides presented in the literature from 2005 to 2022, including the enantioselective synthesis of spiroglutarimides, the use of organocatalysis in glutarimide synthesis, and optimization of the synthesis of known pharmaceuticals.