74221-86-6Relevant articles and documents
Green synthesis method for preparing nitroalkanes by oxime oxidation
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Paragraph 0043; 0044, (2017/08/29)
The invention belongs to the field of organic chemical industries, and provides a green synthesis method for preparing nitroalkanes by oxime oxidation. At the temperature of 55 to 120 DEG C and under the pressure of 0 to 1.0 MPa, oxime, a solvent and hydrogen peroxide are reacted for 20 to 200min in the presence of certain amounts of nanoporous skeleton metal hybrid catalysts and cocatalysts, a reaction liquid is subjected to membrane separation, the catalysts can be repeatedly used for more than 7 times, and distilled to obtain nitroalkane products, the purity of the products is not less than 99%, and the yield of the products is not less than 95%. Furthermore, the green synthesis method for preparing nitroalkanes by the oxime oxidation disclosed by the invention is a green synthesis method of nitroalkanes, and suitable for large-scale industrialized production.
Cu-catalyzed enantioselective conjugate addition of alkylzincs to cyclic nitroalkenes: Catalytic asymmetric synthesis of cyclic α-substituted ketones
Luchaco-Cullis, Courtney A.,Hoveyda, Amir H.
, p. 8192 - 8193 (2007/10/03)
An efficient and highly enantioselective (≥92% ee) catalytic method for conjugate addition of alkylzinc reagents to cyclic nitroalkenes is reported. Reactions are promoted in the presence of 0.5-5 mol % (CuOTf)2·C6H6 and 1
Cerium(III) Chloride Mediated Michael Addition of RMgX to Nitroenes: a Very Efficient Access to Complex Nitroalkanes
Bartoli, Giuseppe,Bosco, Marcella,Sambri, Letizia,Marcantoni, Enrico
, p. 8651 - 8654 (2007/10/02)
Reactions of RMgX-CeCl3 complexes with nitroenes lead to functionalized nitroalkanes in very good yields.
ω-Alkenyl α-Nitroalkyl Radicals. Part 3. Radical Chain Reactions of ω-Alkenyl α-Halogenonitroalkanes
Bowman, W. Russell,Brown, David S.,Burns, Catherine A.,Crosby, David
, p. 2083 - 2090 (2007/10/02)
SRN1 reactions between 5-bromo-5-nitrohex-1-ene and the nitronate anions of 2-nitropropane and 5-nitrohex-1-ene failed to give cyclisation of the intermediate α-nitroalkyl radical onto the alkene.Reaction between exo-5-bromo-endo-5-nitro-exo-6-phenylbicyclohept-2-ene 1 and the anion of 2-nitropropane did not undergo an SRN1 reaction and Br+ abstraction gave 2-bromo-2-nitropropane and 5-endo-nitro-exo-6-phenylbicyclohept-2-ene.BNAH reduction of exo-5-bromo-endo-5-nitro-exo-6-phenylbicyclohept-2-ene 1, 6-bromo-6-nitrohept-1-ene, and 1-bromo-1-nitro-2-(prop-2-enyl)cyclohexane gave the corresponding nitroalkanes without any cyclosation of the intermediate α-nitroalkyl radicals.Initial results indicate that an iodine atom transfer methodology provides a possible general method for the cylisation of ω-alkenyl α-nitroalkyl radicals.Cyclisation of intermediate α-nitroalkyl radicals, generated by photolysis of 1-(bicyclohept-5-en-endo-2-yl)-2-iodo-2-nitropropane 5a, gave a good yield of two diastereomeric tricyclic iodonitro compounds 6a and 7a.Photolysis of 1-(bicyclohept-5-en-endo-2-yl)-2-iodo-2-nitroethane 5b and 2-(but-3-enyl)-1-iodo-1-nitrocyclohexane 11 also gave the expected products from 5-exo cyclisation of the intermediate α-nitroalkyl radicals.The tricyclic iodonitro compound 6a was synthesised from the corresponding endo-methanesulfonate 15, the structure of which was determined by X-ray crystallography.
Direct and Efficient Preparation of gem-Chloronitro Compounds or Nitro Compounds from gem-Bromonitro Compounds
Amrollah-Madjdabadi, A.,Beugelmans, R.,Lechevallier, A.
, p. 826 - 828 (2007/10/02)
Sodiumethanethiolate in methanol is an efficient reducing agent for gem-bromonitro compounds; treatment of the resultant nitronates with a protic acid or with N-chlorosuccinimide gives high yields of the corresponding nitro or gem-chloronitro compounds, respectively.
UNSYMMETRICAL CONNECTIVE OLEFINATION BY KORNBLUM NITRO-SYNTHESIS : APPLICATIONS IN PHYTUBERIN CHEMISTRY
Crombie, Leslie,Roughley, Brian S.
, p. 3147 - 3156 (2007/10/02)
Kornblum unsymmetrical olefin synthesis employing radical-anion chain crossed-coupling (light catalysed) of a mono- and a gem-di-nitro-compound, followed by reductive NO2 removal, is examined in the context of a hindered olefin structure required for phytuberin synthesis.Whilst successful for a tetrasubstituted olefin model (for which a Witting approach failed), increasing substitution on the β-position of the mono-nitro component supressed the coupling reaction, presumably for steric reasons.An alternative coupling involving a bromonitrocyclohexane and a mononitroacetal caused symmetrical coupling of the mononitro-component in high yield, rather than a crossed reaction.Reductive elimination (using Na2S/DMF) from either rac.- or meso- 1,2-dinitro-1,2-diphenylethane leads to (E)-stilbene 98percent (E) > probably through a stabilised radical or anion.A convenient preparation of triphenylisoxazoline-N-oxide is reported.
AN EFFECTIVE AND MILD METHOD FOR THE CONVERSION OF OXIMES TO SECONDARY NITRO COMPOUNDS
Corey, E. J.,Estreicher, Herbert
, p. 1117 - 1120 (2007/10/02)
A mild and efficient process for the conversion of cyclic ketones to staurated nitro compounds, as outlined in eq. 1 below, is described.
