A novel tandem process leading to functionalized glutarimides

The synthesis of various functionalized or spirobicyclic glutarimides by a novel tandem process has been disclosed. The reaction involves a base-catalyzed Michael addition of active methylene compounds to secondary conjugated amides, followed by intramolecular N-acylation of the carboxamido group. It provides a relatively general and simple access to useful synthetic intermediaries and potentially active pharmacological compounds. In addition, a novel group of spirobicyclic systems has been synthesized.

Twelve examples of spirobicyclic or 3-substituted glutrarimides.