58668-70-5Relevant academic research and scientific papers
Oxidations of alkenes with hypervalent iodine reagents: An alternative ozonolysis of phenyl substituted alkenes and allylic oxidation of unsubstituted cyclic alkenes
Atmaca, Ufuk,Usanmaz, Hande K.,?elik, Murat
supporting information, p. 2230 - 2232 (2014/04/17)
Unsaturated CC double bonds with a phenyl substituent can be cleaved with iodylbenzene and iodosylbenzene to give carbonyl compounds. It is believed that the reactions occur via a radical pathway. The allylic oxidation of cyclic alkenes lacking a phenyl substituent was achieved in acetonitrile/water mixture (3:1) also using iodylbenzene and iodosylbenzene.
Synthesis of substituted 4-aroyl-1-indanone and 5-aroyl-1-tetralone
Chang, Meng-Yang,Lee, Nien-Chia
, p. 306 - 308 (2011/10/19)
Several substituted 4-aroyl-1-indanones 2 and 5-aroyl-1-tetralones 3 were prepared in good yields from 1-indanones 1 via a series of reasonable transformations.
Structure-reactivity relationships in (2-hydroxyethyl)benzophenone photoremovable protecting Groups
Pirrung, Michael C.,Roy, Biswajit Gopal,Gadamsetty, Surendra
experimental part, p. 3147 - 3151 (2010/05/18)
A detailed study of substituent effects on the photochemical conversion of esters of (2-hydroxyethyl)benzophenone to the carboxylic acid was performed with the aim of improving on the reactivity of the parent, which was first reported decades ago. Over 20
18O-tracer studies of Fe(II)-induced decomposition of 1,2,4-trioxolanes (ozonides) derived from cyclopentenes and indenes. Inner-sphere electron transfer reduction of the peroxide linkage
Abe, Manabu,Inakazu, Tomoyasu,Munakata, Johichi,Nojima, Masatomo
, p. 6556 - 6562 (2007/10/03)
Fe(II)-induced decomposition of 1,2,4-trioxolanes (ozonides) 1 and 2 is studied in detail. The inner-sphere electron transfer reduction, which is sensitive to steric effects, is proposed to be a reasonable mechanism for the peroxide decomposition, i.e., the selective generation of one of the two possible Fe(III)-complexed oxy radicals. The fate of the oxy radical species is revealed in detail by using 18O-tracer studies in the reduction of 18O-labeled ozonides 1a and 2a, in which the ethereal oxygens are labeled by 18O atom (18O, 77%) and also by the reduction in the presence of H218O (18O, 10%). The results of the 18O-tracer studies are consistent with the regioselective generation of the Fe(III)-complexed oxy radical species.
Cycloaddition between Carbonyl Oxides and Dicarbonyl Compounds: Isolation and Characterization of Novel Polycyclic 1,2,4,6-Tetroxepane Derivatives
McCullough, Kevin J.,Sugimoto, Toshiya,Tanaka, Shogo,Kusabayashi, Shigekazu,Nojima, Masatomo
, p. 643 - 652 (2007/10/02)
Formaldehyde O-oxide reacts with dicarbonyl compounds to produce mono-ozonides formed by conventional cycloadditions to an aldehyde carbonyl group of the substrate, and/or polycyclic 1,2,4,6-tetroxepane derivatives arising from formal cycloadditions involving both carbonyl groups.Similar reactions between the more highly substituted carbonyl oxides, benzaldehyde and octanal O-oxides, and dicarbonyl compounds yielded the corresponding mono-ozonides as the sole isolable cycloaddition products.In certain favorable cases, mono-ozonides could undergo acid-catalysed intramolecular rearrangement to the corresponding 1,2,4,6-tetroxepanes.X-Ray crystallographic analyses of two 1,2,4,6-tetroxepanes, 6a and 13b, are recorded.
Synthesis and X-Ray Analysis of 2,3,5,6,11-Pentaoxabicycloundecanes
Miura, Masahiro,Ikegami, Akio,Nojima, Masatomo,Kusabayashi, Shigekazu,McCullough, Kevin J.,Walkinshaw, Malcolm D.
, p. 1657 - 1664 (2007/10/02)
The reactions of bicyclic ozonides and aldehyde- or ketone-derived peroxides, performed or generated in situ, in the presence of chlorosulphonic acid afford the corresponding 2,3,5,6,11-pentaoxabicycloundecanes.In addition, 1,2,4,5-tetraoxans are often isolated from the product mixture.Mechanisms are proposed to account for the observed peroxidic products.An X-ray analysis of the crystalline product (4b) confirms the general structure and reveals that it is solely the exo-isomer.
1-Azidoisochromenes. A New Route to 3,1-benzoxazepines
Le Roux, Jean-Pierre,Desbene, Paul-Louis,Cherton, Jean-Claude
, p. 847 - 849 (2007/10/02)
Nucleophilic attack of sodium azide on isochromylium salts leads to the preparation of 1-azidoisochromenes which when heated lose molecular nitrogen and give 3,1-benzoxazepines.
