572874-62-5Relevant academic research and scientific papers
A survey on the reactivity of phenyliodonium ylide of 2-hydroxy-1,4- naphthoquinone with amino compounds
Spagou, Konstantina,Malamidou-Xenikaki, Elizabeth,Spyroudis, Spyros
, p. 226 - 237 (2007/10/03)
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.
Studies on the reactivity of aryliodonium ylides of 2-hydroxy-1,4-naphthoquinone: Reactions with amines
Malamidou-Xenikaki, Elizabeth,Spyroudis, Spyros,Tsanakopoulou, Maria
, p. 5627 - 5631 (2007/10/03)
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.
