59701-65-4Relevant academic research and scientific papers
Indirect Hidroquinone Succinoylation via a Photo-Fries Rearrangement. Application to the Synthesis of Enol Lactones
Martinez-Utrilla, Roberto,Miranda, Miguel Angel
, p. 2281 - 2282 (1980)
A photo-Fries rearrangement of hydroquinone succinates is the key step that allows the preparation of some γ-aryl enol lactones by dehydration of the corresponding aroyl propinoic acids.
Evaluation of aspirin metabolites as inhibitors of hypoxia-inducible factor hydroxylases
Lienard, Benoit M.,Conejo-Garcia, Ana,Stolze, Ineke,Loenarz, Christoph,Oldham, Neil J.,Ratcliffe, Peter J.,Schofield, Christopher J.
supporting information; experimental part, p. 6393 - 6395 (2009/04/13)
Known and potential aspirin metabolites were evaluated as inhibitors of oxygen-sensing hypoxia-inducible transcription factor (HIF) hydroxylases; some of the metabolites were found to stabilise HIF-α in cells. The Royal Society of Chemistry 2008.
Photochemical Versus Aluminium Chloride-Catalyzed Fries Rearrangement of Aryl Hydrogen Succinates. Synthesis of 2(3H)-Furanones
Fillol, Luis,Martinez-Utrilla, Roberto,Miranda, Miguel A.,Morera, Isabel M.
, p. 863 - 870 (2007/10/02)
The photochemical and aluminium chloride-catalyzed Fries rearrangement of a series of aryl hydrogen succinates 3 a-f to the corresponding 4-oxoacids 1 a-f are compared.Both approaches are complementary: the photochemical process is more general and becomes the method of choice for the succinoylation of phenols supporting alkoxy or hydroxy substituents, while the classical rearrangement is superior in the presence of alkyl or halogen substituents.These results are applied to the preparation of the 2(3H)-furanones 2 a-f. - Keywords: Fries rearrangement; Photo-Fries rearrangement; Aryl hydrogen succinates; 4-Oxoacids; 2(3H)-Furanones.
THE HYDROCYANATION OF FREE AND POLYMER-BOUND BENZOQUINONE
Perry, Gregory J.,Sutherland, Maurice D.
, p. 1471 - 1476 (2007/10/02)
The polimer-bound quinone 2 has been prepared and used in column form with organic solvents for the convenient preparation of other quinones.In contrast to the solution reaction hydrocyanation of this quinone by the Thiele-Meisenheimer reaction did not yield a useful proportion of polymer-bound dicyanohydroquinone but instead gave a mixture of products including much monocyanohydroquinone.Helferich and Bodenbender's 2,3-dicyanocyclohexan-1,4-dione is in fact wholly the di-enol and is a likely intermediate in the hydrocyanation of benzoquinone, being oxidised by the latter to 2,3-dicyanocyclohex-2-ene-1,4-dione which tautomerises to the observed product, 2,3-dicyanohydroquinone.A lower accessibility to polymer-bound reactants as compared with those in solution is implied by these results.
