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Base Mediated Diazirination via Iodine(III) Reagents

Monish Arbaz Ansari, Ganesh Kumar and Maya Shankar Singh*

*Department of Chemistry, Institute of Science, Banaras Hindu University, Varanasi 221 005, India, Email:

M. A. Ansari, G. Kumar, M. S. Singh, Org. Lett., 2022, 24, 2815-2820.

DOI: 10.1021/acs.orglett.2c00717

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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.

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proposed mechanism

Key Words

diazirines, oxygen

ID: J54-Y2022