- A survey on the reactivity of phenyliodonium ylide of 2-hydroxy-1,4- naphthoquinone with amino compounds
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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.
- Spagou, Konstantina,Malamidou-Xenikaki, Elizabeth,Spyroudis, Spyros
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p. 226 - 237
(2007/10/03)
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- Studies on the reactivity of aryliodonium ylides of 2-hydroxy-1,4-naphthoquinone: Reactions with amines
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Aryliodonium ylides of 2-hydroxy-1,4-naphthoquinone react with amines in refluxing dichloromethane to afford good yields of indanedione 2-carboxamides 5, through a ring-contraction and α,α′-dioxoketene formation reaction. These amides exist in solution in an unusual enol-amide form. In contrast, the same reactants in a copper-catalyzed reaction afford arylamines and 3-iodo-4-hydroxy-1,2-naphthoquinone.
- Malamidou-Xenikaki, Elizabeth,Spyroudis, Spyros,Tsanakopoulou, Maria
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p. 5627 - 5631
(2007/10/03)
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- Phenyliodoniophenolates from 1,3-Dihydroxybenzene Derivatives
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A new type of phenyliodonio phenolates resulting from the reaction of 1,3-dihydroxy benzene derivatives and (diacetoxyiodo)benzene were isolated and characterized.The new phenolates afforded cyclization products from their photochemical reaction with alkenes and alkynes and phenyl ethers from their thermal rearrangement.A possible reaction pathway is proposed in order to explain the regioselectivity of these reactions.
- Spyroudis, Spyros,Tarantili, Petroula
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p. 11541 - 11552
(2007/10/02)
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