Sequential Groebke–Blackburn–Bienaymé and Pictet–Spengler Reactions for Regioselective Synthesis of Polyheterocyclics

Key Points

• This study aims to develop a two-step process for the regioselective synthesis of polyheterocyclic compounds.
• Utilized Groebke-Blackburn-Bienaymé and Pictet-Spengler reactions in sequence.
• Focused on the synthesis of benzazepine, imidazopyridine, and dihydropyrroloazepine rings.
• Conducted density functional theory calculations to determine reaction favorability.
• Achieved regioselective synthesis of unique polycyclic compounds.
• Identified the C4 position on indole as optimal for producing benzazepine compounds.
• Demonstrated that the process yields single products effectively.

Abstract