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

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 re...

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Detalles Bibliográficos
Autores principales: Spagou, Konstantina, Malamidou-Xenikaki, Elizabeth, Spyroudis, Spyros
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2005
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6147522/
https://www.ncbi.nlm.nih.gov/pubmed/18007290
http://dx.doi.org/10.3390/10010226
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author Spagou, Konstantina
Malamidou-Xenikaki, Elizabeth
Spyroudis, Spyros
author_facet Spagou, Konstantina
Malamidou-Xenikaki, Elizabeth
Spyroudis, Spyros
author_sort Spagou, Konstantina
collection PubMed
description 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.
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spelling pubmed-61475222018-11-19 A Survey on the Reactivity of Phenyliodonium Ylide of 2-Hydroxy-1,4-Naphthoquinone with Amino Compounds Spagou, Konstantina Malamidou-Xenikaki, Elizabeth Spyroudis, Spyros Molecules Article 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. MDPI 2005-01-31 /pmc/articles/PMC6147522/ /pubmed/18007290 http://dx.doi.org/10.3390/10010226 Text en © 2005 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes.
spellingShingle Article
Spagou, Konstantina
Malamidou-Xenikaki, Elizabeth
Spyroudis, Spyros
A Survey on the Reactivity of Phenyliodonium Ylide of 2-Hydroxy-1,4-Naphthoquinone with Amino Compounds
title A Survey on the Reactivity of Phenyliodonium Ylide of 2-Hydroxy-1,4-Naphthoquinone with Amino Compounds
title_full A Survey on the Reactivity of Phenyliodonium Ylide of 2-Hydroxy-1,4-Naphthoquinone with Amino Compounds
title_fullStr A Survey on the Reactivity of Phenyliodonium Ylide of 2-Hydroxy-1,4-Naphthoquinone with Amino Compounds
title_full_unstemmed A Survey on the Reactivity of Phenyliodonium Ylide of 2-Hydroxy-1,4-Naphthoquinone with Amino Compounds
title_short A Survey on the Reactivity of Phenyliodonium Ylide of 2-Hydroxy-1,4-Naphthoquinone with Amino Compounds
title_sort survey on the reactivity of phenyliodonium ylide of 2-hydroxy-1,4-naphthoquinone with amino compounds
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6147522/
https://www.ncbi.nlm.nih.gov/pubmed/18007290
http://dx.doi.org/10.3390/10010226
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