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Synthesis of diazirines

Recent Literature


The use of phenyliodonium diacetate (PIDA) and ammonia enables a one-pot metal-free conversion of unprotected amino acids to terminal diazirines. This method tolerates a broad range of functional groups, is operationally simple, and can be scaled up to provide multigram quantities of diazirine.
T. Glachet, H. Marzag, N. S. Rosa, J. F. P. Colell, G. Zhang, W. S. Warren, X. Franck, T. Theis, V. Reboul, J. Am. Chem. Soc., 2019, 141, 13689-13696.


A convenient and efficient reaction of carbohydrazides with diazo-substituted hypervalent iodine reagents provides highly functionalized diazirines. The method is mild, robust, and highly selective, which successfully converted a variety of aryl, alkyl, benzyl, and heterocyclic hydrazides into the corresponding diazirine derivatives.
M. A. Ansari, G. Kumar, M. S. Singh, Org. Lett., 2022, 24, 2815-2820.