3920-67-0Relevant academic research and scientific papers
On the Reaction of Aminoxyls with Dioxiranes
Dinoi, Anna,Curci, Ruggero,Carloni, Patricia,Damiani, Elisabetta,Stipa, Pierluigi,Greci, Lucedio
, p. 871 - 876 (1998)
In the reactions of dimethyldioxirane (1a) and methyl(trifluoromethyl)dioxirane (1b) with 2,2,6,6-tetramethylpiperidinyl-1-oxyl (2) (TEMPO) in acetone, the corresponding methoxyamine 1-methoxy-2,2,6,6-tetramethylpiperidine (5) is produced in ≥98% yield, b
Reaction of arynes with amino acid esters
Okuma, Kentaro,Matsunaga, Nahoko,Nagahora, Noriyoshi,Shioji, Kosei,Yokomori, Yoshinobu
supporting information; experimental part, p. 5822 - 5824 (2011/06/23)
An efficient route to a variety of 2-phenylindolin-3-ones from amino acid methyl esters has been developed. The reaction of amino acid methyl esters with benzyne prepared from 2-(trimethylsilyl)phenyl triflate and CsF gave 2-phenylindolin-3-ones in moderate to good yields.
Study of the addition of Grignard reagents to 2-aryl-3H-indol-3-ones
Liu, Yahua,McWhorter Jr., William W.
, p. 2618 - 2622 (2007/10/03)
Grignard reagents are added to the carbonyl group of 2-aryl-3H-indol-3-ones to generate 3-alkyl-(or phenyl)-2-aryl-3H-indol-3-ols, which are in turn rearranged to yield 2-alkyl(or phenyl)-2-aryl-1,2-dihydro-3H-indol-3-ones.
Reactivity of sulfur-centered radicals with indolinonic and quinolinic aminoxyls
Damiani, Elisabetta,Carloni, Patricia,Iacussi, Marco,Stipa, Pierluigi,Greci, Lucedio
, p. 2405 - 2412 (2007/10/03)
Indolinonic, phenylimino-indolinonic and quinolinic aromatic aminoxyls readily react with sulfur-centered radicals, generated upon reaction with p- methylthiophenol at room temperature The main product is the deoxygenated derivative i.e the corresponding amine. The other compounds, obtained in low yields, are N-substituted amines and amines substituted in a conjugated position with respect to the amino group by arylthiyl, arylsulphinyl, arylsulphonyl and arylsulphonyloxy radicals. The formation of the products are explained by the initial attack of the thiophenol radical onto the NO· function to give an unstable adduct which decomposes to aminyl and arylsulphinyl radicals. From here the reaction can take two different routes to give the products obtained.
Radical Cations. Part 3. Chemical and Electrochemical Oxidation of 3,3'-Bis-indolizines
Cardellini, Liberato,Carloni, Patricia,Greci, Lucedio,Tosi, Giorgio,Andruzzi, Romano,et al.
, p. 2117 - 2121 (2007/10/02)
Indolizine dimers 1a-c are oxidized by chemical and electrochemical methods.Anodic oxidation shows that the title compounds are oxidized in two different steps, and cyclic voltammetry demonstrated their reversibility.The radical cations 2a-c and the dicat
2,2-Disubstituted-1,2-dihydro-3H-indol-3-ones by Base- and Thermal-induced Cyclisations of o-Azidophenyl s-Alkyl Ketones and o-Azidobenzoyl Esters
Azadi-Ardakani, Manouchehr,Alkhader, Mohamed A.,Lippiatt, John H.,Patel, Dalpat I.,Smalley, Robert K.,Higson, Susan
, p. 1107 - 1112 (2007/10/02)
o-Azidophenyl s-alkyl ketones in ethanolic potassium hydroxide at room temperature undergo loss of nitrogen and cyclisation to 2,2-dialkyl-1,2-dihydro-3H-indol-3-ones in high yield.Kinetic data (E(act.) 62.4 and 71.6 kJ mol-1, respectively) obtained for the o-azidophenylisopropyl and o-azidophenylcyclohexyl ketones support an assisted nitrogen loss from the azide via the enolate ion, rather than a nitrene reaction. 1,2-Dihydro-3H-indol-3-ones, along with in some cases 2,1-benzisoxazoles, have been obtained by the thermolysis and spray vacuum pyrolysis of other o-azidophenyl alkyl ketones, diethyl o-azidobenzoyl malonate, and ethyl o- azidobenzoyl(phenyl)acetate.
ACID TREATMENT OF 2-METHYL-2-PHENYL-3-OXO-INDOLIN-1-OXYL
Greci, L.
, p. 677 - 682 (2007/10/02)
2-Methyl-3-oxo-indolin-1-oxyl 10 with trifluoroacetic acid gives the disproportionation products 11 and 12.With dry HCl or HBr it undergoes halogenation and deoxygenation and yield halogenated indoxyls 13a-c and 14a-c, and with HI it undergoes deoxygenation to indoxyl 11 or reduction to hydroxylamine 15, depending on the reaction solvent.A deoxygenation mechanism is proposed on the basis of experimental evidence.
