A new method for the synthesis of imidazolidinone- and benzimidazolone-containing
A novel acid-catalyzed double nucleophilic addition of bisthiols to heterocyclic bisacetals gives sulfur-containing macrocycles in good yield. Crossover experiments revealed that the acid-catalyzed N-acyl iminium cyclization for the imidazolidinones is reversible. The sulfur atom in the bridge was extruded photochemically, giving new [2.2]heterophanes containing the imidazolidinone and benzimidazolone ring systems. The determined crystal structures for representative members in the benzimidazolone series are also reported.
Ellis
KK
Department of Chemistry, State University of New York, Buffalo, New York 14260-3000, USA.
Wilke
B
Zhang
Y
Diver
ST