Synthesis of Benzofuran Derivatives via a DMAP-Mediated Tandem Cyclization Reaction Involving <i>ortho</i>-Hydroxy α-Aminosulfones

Abstract

An efficient cascade cyclization strategy was developed to synthesize aminobenzofuran spiroindanone and spirobarbituric acid derivatives utilizing 2-bromo-1,3-indandione, 5-bromo-1,3-dimethylbarbituric acid, and ortho-hydroxy α-aminosulfones as substrates. Under the optimized reaction conditions, the corresponding products were obtained with high efficiency, exceeding 95% and 85% yields for the respective derivatives. This protocol demonstrates exceptional substrate versatility and robust scalability up to the Gram scale, establishing a stable platform for the synthesis of 3-aminobenzofuran derivative. The successful synthesis paves the way for further biological evaluations with potential implications in scientific research.

Keywords

• benzofuran
• <i>ortho</i>-hydroxy α-amino sulfones
• tandem cyclization reaction
• spirocyclic compounds
• Mannich reaction