31907-93-4Relevant academic research and scientific papers
Br?nsted acid-promoted aziridination of electron-deficient olefins
Li, Juan,Fu, Yao,Guo, Qing-Xiang
experimental part, p. 11167 - 11174 (2009/04/11)
A combined theoretical and experimental approach was used to systematically study the Br?nsted acid-promoted aziridination of electron-deficient olefins. It was found that Br?nsted acid-promoted aziridination of electron-deficient olefins proceeded through the attack of the internal nitrogen of the azide to the terminal carbon of protonated olefin, which afforded an acyclic adduct that subsequently discharged N2 to produce the aziridine ring. The basicity of the electron-deficient olefins is an important parameter to determine the efficiency of Br?nsted acid-promoted aziridination. More basic carbonyl compounds including vinyl ketones and acrylamides were predicted to be readily activated by Br?nsted acid such as TfOH, whereas less basic carbonyl compounds were predicted to be poor substrates. Significantly, all these theoretical predictions were demonstrated to be consistent with the experimental data. Furthermore, a systematic evaluation of TfOH-promoted aziridination of acrylamides was performed, which established a new, single-step method for the preparation of a number of aziridine-2-carboxamides.
N-Substituted aziridine-2-carboxylic acid derivatives and their immuno-stimulation compositions and methods
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, (2008/06/13)
A 2-cyanaziridine derivative of the formula STR1 wherein R' is a straight-chained or branched, saturated or mono- or polyunsaturated aliphatic hydrocarbon radical with up to 8 carbon atoms, which is substituted by an aromatic nitrogen-containing heterocyclic radical with 5 or 6 ring-members and 1, 2 or 3 nitrogen atoms optionally substituted by halogen, alkoxy with up to 8 carbon atoms, alkyl with up to 8 carbon atoms, hydroxyl, carbalkoxy with up to 9 carbon atoms, carbamoyl, dialkylamino the alkyl moieties of which having up to 8 carbon atoms, cycloalkylamino, the cycloalkyl moiety having 3-10 carbon atoms, acetylamino, nitro, cyano, acetyl, alkylthio with up to 8 carbon atoms, alkylsulphinyl with up to 8 carbon atoms, alkylsulphonyl with up to 8 carbon atoms, sulphamoyl, phenyl, trifluoromethyl, phenoxy, acetoxy or methylenedioxy; or a pharmacologically acceptable salt thereof, exhibits immune stimulating activity.
N-Substituted aziridine-2-carboxylic acid derivatives for immuno stimulation
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, (2008/06/13)
Aziridine-2-carboxylic acid derivatives of the formula STR1 wherein X is a carboxyl, nitrile, alkoxycarbonyl or carbamoyl group, and R and R1 are various organic radicals, or pharmacologically acceptable salts thereof, exhibit marked immunostimulant activity, especially in conjunction with added chemotherapeutic agents such as a penicillin, a cephalosporin, a nitrofuran or chloramphenicol. Those compounds are new where X is a cyano group or an alkoxycarbonyl radical and R1 is a hydrogen atom, but R' is not an unsubstituted alkyl radical or an alkyl radical substituted by hydroxyl, alkoxy, dialkylamino, phenyl, 4-chlorophenyl or 4-methoxyphenyl or a vinyl radical substituted by a phenyl or methyl radical, or a cycloalkyl radical, a phenyl a 4-chlorophenyl, a 4-methoxyphenyl, an s-triazinyl or a pyridinyl radical; or where X is a carbamoyl group and R1 is a hydrogen atom, R' is not an unsubstituted cyclohexyl, alkyl or benzyl radical; or where X is a cyano group or an alkoxycarbonyl radical and R1 is a phenyl radical, R' is not an isopropyl, cyclohexyl, phenyl, benzyl or p-chlorobenzyl radical; or where R1 is a methyl radical, R1 is not a benzyl, p-chloro- or p- methoxybenzyl radical.
