Molecules 2005, 10(1), 226-237; doi:10.3390/10010226
Article

A Survey on the Reactivity of Phenyliodonium Ylide of 2-Hydroxy-1,4-Naphthoquinone with Amino Compounds

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Received: 1 August 2004; Accepted: 13 September 2004 / Published: 31 January 2005
(This article belongs to the Special Issue Hypervalent Iodine)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: The phenyliodonium ylide of 2-hydroxy-1,4-naphthoquinone reacts with aminoesters, ureas, aminoalcohols and aminophenols in refluxing dichloromethane to afford good yields of indanedione 2-carboxamido compounds, that in solution exist in an enol-amide form. The same reactants in a copper-catalyzed reaction afford mainly the corresponding N-arylo compounds. Arylhydrazines are mainly oxidized by the ylide and arylation occurs only in a low yield.
Keywords: Phenyliodonium ylides; 2-hydroxy-1; 4-naphthoquinone; aminoesters; ureas.
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MDPI and ACS Style

Spagou, K.; Malamidou-Xenikaki, E.; Spyroudis, S. A Survey on the Reactivity of Phenyliodonium Ylide of 2-Hydroxy-1,4-Naphthoquinone with Amino Compounds. Molecules 2005, 10, 226-237.

AMA Style

Spagou K, Malamidou-Xenikaki E, Spyroudis S. A Survey on the Reactivity of Phenyliodonium Ylide of 2-Hydroxy-1,4-Naphthoquinone with Amino Compounds. Molecules. 2005; 10(1):226-237.

Chicago/Turabian Style

Spagou, Konstantina; Malamidou-Xenikaki, Elizabeth; Spyroudis, Spyros. 2005. "A Survey on the Reactivity of Phenyliodonium Ylide of 2-Hydroxy-1,4-Naphthoquinone with Amino Compounds." Molecules 10, no. 1: 226-237.

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