DBU Catalyzed Phospho-Aldol-Brook Rearrangement for Rapid Preparation of α-Phosphates Amide in Solvent-Free Conditions

Abstract

The 1,8-diazabicyclo [5.4.0] undec-7-ene DBU-catalyzed Phospho-Aldol-Brook Rearrangement reaction of α-ketoamide and dialkyl phosphites was developed under solvent-free at room temperature. The novel α-Phosphate Amide derivatives could be obtained with good yield (86–96%), which also exhibited good tolerance of various dialkyl phosphites and α-ketoamide, including isatins. In addition, the reaction was conducted in both gram-scale and mol-scale, and the title compounds could also be obtained in excellent yield (more than 91%) within 5 min.

Keywords

• solvent-free
• Phospho-Aldol-Brook Rearrangement
• α-Phosphates Amide
• gram/mol-scale synthesis
• DBU