Advances in Organic Synthesis

Volume: 4

Reactions of Nitrogen Derivatives of Carbonyl Compounds with Phenyliodoso Diacetate in Organic Synthesis

Author(s): Antigoni Kotali, Elvira Kotali, Ioannis S. Lafazanis and Philip A. Harris

Pp: 267-316 (50)

DOI: 10.2174/9781608054756113040007

* (Excluding Mailing and Handling)


The progress that has been made in organic synthesis via the reactions of nitrogen derivatives of carbonyl compounds with phenyliodoso diacetate is presented. The synthesis of various aliphatic, alicyclic and heterocyclic compounds is discussed. Emphasis is given in a synthetically useful new transformation of hydroxyl into a carbonyl group that leads to high yield synthesis of 1,2-diacyl-substituted compounds.

Keywords: Phenyliodoso diacetate, diacetoxy iodobenzene, hydrazones, Nacylhydrazones, oximes, semicarbazones, oxidation, transformation, hypervalent iodine, lead tetraacetate, phenyliodoso bis(trifluoroacetate), C-C bond formation, o-diacetylbenzene, 1, 2, 3, 4-tetraacylbenzene, 3, 4-diacylcoumarins, 7, 8- diacylcoumarins, fulleroisoxazolines, oxadiazoles, triazoles, deprotection.

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