Iodine-TBHP mediated efficient synthesis of α-ketoamides from vinyl azides and amines under mild conditions

A convenient and practical synthetic approach for alpha-ketoamides has been developed under mild conditions. The facile synthesis of alpha-ketoamides has been accomplished using aryl vinyl azides and secondary amines at room temperature. The inexpensive and readily available iodine and TBHP easily promoted the oxidative amidation process to afford diketoamide derivatives in high yields. This method involves the synthesis of ketoamide compounds via sequential C-O and C-N bond formation. Moreover, metal-free and aerobic conditions and wide substrate scope are the notable advantages of this protocol.

Automated summary

This synthetic approach offers a convenient and practical way to produce alpha-ketoamides under mild conditions, using aryl vinyl azides and secondary amines at room temperature. The utilization of inexpensive and readily available iodine and TBHP facilitates the oxidative amidation process, leading to high yields of diketoamide derivatives. Additionally, the method boasts metal-free and aerobic conditions, as well as a wide substrate scope.