73087-67-9Relevant academic research and scientific papers
Hydroxy substituted phenyltetralines: compounds with affinity for estrogen and androgen receptors
Schneider,Schiller
, p. 17 - 21 (2007/10/02)
Among nonsteroidal antiandrogens, mostly compounds of the Flutamide-type are described. For the development of new compounds with affinity to androgen receptors and antiandrogenic activity five new hydroxy-substituted phenyltetralines were prepared and te
Reactions of Aryl Cyclopropyl Ketones. A New Synthesis of Aryl Tetralones
Murphy, William S.,Wattanasin, Sompong
, p. 2920 - 2926 (2007/10/02)
Aryl cyclopropyl ketones (2) cyclise to 1-tetralones (3) in the presence of a variety of acid catalysts under mild conditions.Open-chain carbinols (4) are also formed.The ratio of (3) to (4) is dependent on the aryl ring substituents.A cationic mechanism is proposed.Cyclopropyl ketones (1) do not react.Stereoelectronic factors involved in the reactivity of the rigig cyclopropyl ketone (12) are discussed.The reactions of selected phenolic cyclopropyl ketones have been investigated as anionic counterparts to the acid-catalysed reactions.No reaction is observed.
Intramolecular Alkylation of Phenols. Part 5. A Regiospecific Anionic Ring Closure of Phenols via Quinone Methides
Murphy, William S.,Wattanasin, Sompong
, p. 1567 - 1577 (2007/10/02)
The bis-magnesium salts of the triols (6a) and (6h) cyclise when heated in benzene with high ortho-regiospecificity to the corresponding bis-phenols (7) and (8).The triols (6k) and (6o) under the same conditions cyclise with high para-regiospecificity to the corresponding bis-phenols (7) and (8).Both (6a) and (6h) cyclise via o-quinone methides, and (6k) and (6o) via p-quinone methides.Results from the use of, inter alia, 18-crown-6, indicate that the high ortho-regiospecificity of the cyclisation of (6a) and (6h) is due to intramolecular Mg(II) bridging of the intermediate o-quinone methides.The high para-regiospecificity of cyclisation of (6k) and (6o) is due to steric hindrance towards o-cyclisation of the intermediate p-quinone methides presented by the Mg(II) cation.The unexpected facility with which (6a) and (6k) undergo ring closure is discussed.
