Copper-Catalyzed [3+2] Cycloaddition Reaction of N-Hydroxysuccinimide Ester with Isocyanoacetates for the Synthesis of 4,5-Disubstituted Oxazoles

The cycloaddition reaction of N-hydroxysuccini-mide ester and isocyanatoacetate catalyzed by copper was described. A series of 4,5-disubstituted oxazole compounds, including ones derived from natural fatty acids, drugs, amino acids, and peptides, were obtained in moderate to high yields. The derivatization reaction was explored. The reaction mechanism was discussed.

Automated summary

The copper-catalyzed cycloaddition reaction of N-hydroxysuccinimide ester and isocyanatoacetate was reported, resulting in a series of 4,5-disubstituted oxazole compounds, including those derived from natural fatty acids, drugs, amino acids, and peptides, with moderate to high yields. The derivatization reaction and mechanism were also explored.