Issue 19, 2022

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

Abstract

A convenient and practical synthetic approach for α-ketoamides has been developed under mild conditions. The facile synthesis of α-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.

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

Supplementary files

Article information

Article type
Communication
Submitted
07 Mar 2022
Accepted
20 Apr 2022
First published
20 Apr 2022

Org. Biomol. Chem., 2022,20, 3907-3912

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

S. Bhukta, R. Chatterjee and R. Dandela, Org. Biomol. Chem., 2022, 20, 3907 DOI: 10.1039/D2OB00458E

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