DBU-Promoted Cascade Cyclization/Thiolation of β-Enamino Diketones to 5-Sulfenylated 3-Hydroxy-γ-lactams

Key Points

• The aim is to develop a streamlined synthesis of γ-lactam scaffolds using cascade cyclization and thiolation.
• Used DBU to promote cascade cyclization and thiolation of β-enamino diketones.
• Conducted in situ NMR experiments to investigate the mechanism.
• Explored the reaction with various sulfur nucleophiles.
• Achieved successful formation of 5-sulfenylated 3-hydroxy-γ-lactams.
• Provided evidence for a nucleophile-initiated mechanism.
• Expanded the alkyl scope and demonstrated functional diversity.