Categories: Synthesis of N-Heterocycles >
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.