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1.
L. V. Saloutina A. Ya. Zapevalov M. I. Kodess V. I. Saloutin O. N. Chupakhin 《Russian Journal of Organic Chemistry》2012,48(3):387-393
1,2-Epoxyoctafluorobutane reacted with urea in DMSO and aqueous DMSO, dioxane, and acetonitrile to give 40–42% of 5-hydroxy-5-pentafluoroethylimidazolidine-2,4-dione.
5-Hydroxy-5-tridecafluorohexylimidazolidine-2,4-dione was formed in 54% yield in analogous reaction of 1,2-epoxytridecafluorooctane
with urea in aqueous DMSO. The reactions of 1,2-epoxyoctafluorobutane and 1,2-epoxytridecafluorooctane with urea in anhydrous
dioxane and acetonitrile unexpectedly afforded heterocyclization products, 2-amino-5-fluoro-5-perfluoroalkyloxazol-4(5H)-ones (yield 11–82%). Fluorine-containing allantoin, 5-tridecafluorohexyl-5-ureidoimidazolidine-2,4-dione (yield 19%), and
N-(1-hydroxy-2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)-urea (yield 46%) were synthesized for the first time by reaction
of 1,2-epoxytridecafluoroctane with urea in DMSO and aqueous DMSO. 相似文献
2.
N. D. Kagramanov A. A. Kutin N. V. Peschanskii A. Ya. Zapevalov L. S. German 《Russian Chemical Bulletin》1991,40(7):1321-1325
The pyrolysis of perfluoroolefin oxides has been studied by gas chromatography/mass spectrometry at 400–700°C, in a current of He (110 dilution, contact time 1 sec). For oxides containing a terminal CF2 group, the sole degradation route is through the elimination of difluorocarbene. Pyrolysis of symmetrical disubstituted oxides results in the elimination of a perfluoroalkylfluorocarbene, which subsequently isomerizes to the corresponding perfluoroolefin. In the pyrolysis of unsymmetric disubstituted oxides the elimination of perfluoroalkylfluorocarbenes occurs by both of the possible routes. Trisubstituted oxides eliminate bis-perfluoroalkylcarbenes. The decomposition of tetrasubstituted oxides proceeds along several directions concurrently.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1497–1502, July, 1991. 相似文献
3.
O. A. Rakitin V. A. Ogurtsov T. I. Godovikova L. I. Khmel'nitskii 《Russian Chemical Bulletin》1990,39(7):1469-1471
We have studied the reaction of nitrile oxides with nitrogen tetroxide. It was shown that the reaction is selective: acetonitrile oxide yields ethylnitrolic acid, -oximinophenylacetonitrile oxide gives a mixture of isomers of phenylnitrofuroxan, and aromatic nitrile oxides give aryltrinitromethanes.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1620–1622, July, 1990. 相似文献
4.
O. A. Rakitin V. A. Ogurtsov T. I. Godovikova L. I. Khmel'nitskii 《Russian Chemical Bulletin》1990,39(7):1472-1474
We have studied the reactions of aromatic nitrile oxides with nitrogen monoxide and nitrogen sesquioxide. It was shown that nitrogen monoxide removes an oxygen atom from the nitrile oxide with formation of the corresponding nitrile and nitrogen dioxide. The reaction products with nitrogen sesquioxide are formed as a result of reactions of the nitrile oxide with nitrogen monoxide and nitrogen tetroxide.For previous communication, see [1].Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1623–1625, July, 1990. 相似文献
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T. I. Filyakova A. Ya. Zapevalov I. P. Kolenko V. R. Polishchuk É. P. Lur'e L. S. German 《Russian Chemical Bulletin》1979,28(8):1741-1742
Conclusions Internal perfluoroolefin oxides react with fluorosulfonic acid to give perfluoroketones that contain a fluorosulfate group in the-position.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1878–1879, August, 1979. 相似文献
10.
Boris A. Trofimov Lyubov'' N. Sobenina Zinaida V. Stepanova Tamara I. Vakul''skaya Ol''ga N. Kazheva Grigorii G. Aleksandrov Oleg A. Dyachenko Al''bina I. Mikhaleva 《Tetrahedron》2008,64(23):5541-5544
The solvent-free interaction of 2-phenylpyrrole with bromobenzoylacetylene (room temperature) upon their grinding with solid metal oxides (MgO, CaO, ZnO, BaO, Al2O3, TiO2, ZrO2) and salts (CaCO3, ZrSiO4) leads to either the cross-coupling product or the adduct of pyrrole addition to the riple bond of acetylene. The ethynylation is accompanied by the formation of intermediate and side products: E-2-(1-bromo-2-benzoylethenyl)-5-phenylpyrrole and 1,1-di(5-phenylpyrrol-2-yl)-2-benzoylethene. The activity of the metal oxides in the ethynylation reaction falls in the order (in the brackets, the content of 2-benzoylethynyl-5-phenylpyrrole in the reaction mixture is given): ZnO (81%), BaO (73%), Al2O3 (71%), MgO (69%), CaO (50%). The oxides, SiO2, TiO2, ZrO2, and the salts, CaCO3 and ZrSiO4, are inactive in the ethynylation reaction affording only the intermediate adduct, with ZrO2 the isolated yield of the bromoethenylpyrrole reaching 60%. ESR monitoring shows the reaction to start from one electron transfer from pyrrole to acetylene mediated by the oxide surface. The adduct is readily converted on Al2O3 to 2-(benzoylethynyl)-5-phenylpyrrole crystallized mostly as cis-rotamer (X-ray data). 相似文献
11.
E. M. Chainikova R. L. Safiullin I. M. Faizrakhmanova E. G. Galkin 《Kinetics and Catalysis》2009,50(2):174-179
The kinetics of the reactions of phenylnitroso oxide and 4-CH3O- and 4-Cl-phenylnitroso oxides with a series of substituted styrenes (4-X-C6H4-CH=CH2; X = H, CH3O, Cl, CN) in acetonitrile at 22 ± 2°C was studied using the flash photolysis technique. It was shown for 4-CH3O-C6H4NOO as an example that only the trans isomers of the nitroso oxides are involved in the reaction. There is a linear correlation between the logarithm of the rate constant and the electronic properties of the substituent in the nitroso oxide aromatic ring on the Hammett scale: ρ = 2.3 ± 0.3 (r = 0.993) for 4-CH3O-styrene ρ = 2.03 ± 0.07 (r = 0.995) for styrene, and ρ = 1.77 ± 0.05 (r = 0.9996) for 4-Cl-styrene. Both the electron-donating and electron-withdrawing substituents in the aromatic ring of styrene increase its reactivity toward a given nitroso oxide. An analysis of the products of phenyl azide photooxidation in the presence of styrene showed that the product of phenylnitroso oxide [3+2]cycloaddition to the double bond of the olefin decomposes into benzalaniline and carbonyl oxide. 相似文献
12.
G. F. Pavelko 《Russian Chemical Bulletin》2006,55(8):1436-1439
The influence of O2 and H2O on the formation of iron dithiolates (IDTs) by the reactions of thiols and organic disulfides with the iron powder was studied
under the static (without mechanical activation of the reaction) and dynamic (with mechanical activation of the reaction)
conditions. Under the static conditions in the absence of O2 or H2O, only BnSH and PhSH give IDTs, whereas DdSH (Dd is dodecyl) produces IDTs in the presence of O2 or H2O. For the mechanical activation of the reactions of organic disulfides with the iron powder, the formation of IDTs is possible
if the reaction mixture contains H2O. On the interaction with iron oxides excess thiols are oxidized to organic disulfides and also afford IDTs.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1383–1386, August, 2006. 相似文献
13.
Tatsuo Tashiro 《Journal of polymer science. Part A, Polymer chemistry》1981,19(6):1553-1569
The reactions of hydroxymethylated 2-methyoxy- (MMT) and 2-methyl-4,6-diamino-s-triazines (MAG) which had an average degree of formaldehyde (F) substitution (n) = 2, with urea were studied in acidic aqueous solution in the pH 5-1.6 region. The observed facts were in fairly good agreement with the rate equations. The reaction rate constants of MMT with urea were greater than those of MAG with urea, but their activation energy was almost equal: MMT, 20.3; MAG, 20.2 kcal/mole. For reference summaries of earlier studies were provided. 相似文献
14.
Nitrile oxides (2) were treated with 2-lithio-1,3-dithianes (4) to give in good yields masked ketoximes (5), new synthetic tools for a α-diketones. 相似文献
15.
Reactions of allylides () with nitrile oxides () afforded furanylglyoxylate oxime () and 6H-l,2-oxazine (). Ring transformations of and gave and pyrrolinone (), respectively. 相似文献
16.
Lyudmila V Saloutina Aleksandr Ya Zapevalov Konstantin A Lyssenko Victor I Saloutin 《Journal of fluorine chemistry》2003,120(1):41-47
The reaction of oxides of internal trans- and cis-perfluoroolefins with (1S, 4S)- or racemic camphor thiosemicarbazone leads to the formation of trans- and cis-isomers of (1S, 4S)- or racemic camphor 5′-fluoro-4′-hydroxy-4′,5′-di(perfluoroalkyl)-1′,3′-thiazolinyl-2′-hydrazones, respectively. Unsymmetrical dodecafluoro-2,3-epoxyhexane yields a mixture of regioisomeric hydrazones. The molecular structure of the trans-isomer of (1S, 4S)-camphor 5′-fluoro-4′-hydroxy-4′,5′-bis(trifluoromethyl)-1′,3′-thiazolinyl-2′-hydrazone has been established by X-ray crystallography. The quite rare example of cocrystallization of two diastereomers of the latter in homochiral crystal (sp. group P21) has been revealed. 相似文献
17.
Calcium, strontium and barium tellurates(IV) were heated, in N2 atmosphere, with stoichiometric amounts of CaO, SrO and BaO, respectively. The products of reactions, proceeding at 380–620°C, contained orthotellurate and telluride anions formed in disproportionation. 相似文献
18.
L. V. Saloutina A. Ya. Zapevalov V. I. Saloutin M. I. Kodess V. E. Kirichenko M. G. Pervova O. N. Chupakhin 《Russian Journal of Organic Chemistry》2006,42(4):558-566
The reactions of epoxy derivatives of internal perfluoroolefins with o-phenylenediamine and 2-aminophenol in dioxane gave 23–67% of the corresponding 2,3-bis(perfluoroalkyl)quinoxalines and 2,3-bis(perfluoroalkyl)-2H-1,4-benzoxazin-2-ols, respectively. When N,N-dimethylacetamide was used as a solvent, the main reaction pathway was anionic isomerization of epoxides into ketones which were then converted into 2-perfluoroalkylbenzimidazoles (in the reactions with o-phenylenediamine) or 2-hydroxy-N-perfluoroalkanoylanilines (in the reactions with 2-aminophenol). The reaction of 3,4-epoxydodecafluorohexane with 2-aminophenol in N,N-dimethylacetamide was accompanied by unusual cyclization to afford 2-pentafluoropropanoyl-2-pentafluoroethyl-1,3-benzoxazolidine. 相似文献
19.
Reaction of phosphine oxides R(3)P═O [R = Me (1a), Et (1c), (i)Pr (1d) and Ph (1e)], with the bromophosphoranimines BrPR'R'P═NSiMe(3) [R' = R' = Me (2a); R' = Me, R' = Ph (2b); R' = R' = OCH(2)CF(3) (2c)] in the presence or absence of AgOTf (OTf = CF(3)SO(3)) resulted in a rearrangement reaction to give the salts [R(3)P═N═PR'R'O-SiMe(3)]X (X = Br or OTf) ([4]X). Reaction of phosphine oxide 1a with the phosphoranimine BrPMe(2)═NSiPh(3) (5) with a sterically encumbered silyl group also resulted in the analogous rearranged product [Me(3)P═N═PMe(2)O-SiPh(3)]X ([8]X) but at a significantly slower rate. In contrast, the direct reaction of the bulky tert-butyl substituted phosphine oxide, (t)Bu(3)P═O (1b) with 2a or 2c in the presence of AgOTf yielded the phosphine oxide-stabilized phosphoranimine cations [(t)Bu(3)P═O·PR'(2)═NSiMe(3)](+) ([3](+), R' = Me (d), OCH(2)CF(3) (e)). A mechanism is proposed for the unexpected formation of [4](+) in which the formation of the donor-stabilized adduct [3](+) occurs as the first step. 相似文献