95124-39-3Relevant academic research and scientific papers
Manganese-Catalyzed Transfer Hydrogenation of Aldimines
Wei, Duo,Bruneau-Voisine, Antoine,Dubois, Maxime,Bastin, Stéphanie,Sortais, Jean-Baptiste
, p. 5256 - 5259 (2019/04/17)
The reduction of imines to amines via transfer hydrogenation was achieved promoted by phosphine-free manganese(I) catalyst. Using isopropanol as reductant, in the presence of tBuOK (4 mol %) and manganese complex [Mn(CO)3Br(κ2N,N-PyCH2NH2)] (2 mol %), a large variety of aldimines (30 examples) were typically reduced in 3 hours at 80 °C with good to excellent yield.
Manganese catalyzed reductive amination of aldehydes using hydrogen as a reductant
Wei, Duo,Bruneau-Voisine, Antoine,Valyaev, Dmitry A.,Lugan, No?l,Sortais, Jean-Baptiste
supporting information, p. 4302 - 4305 (2018/05/03)
A one-pot two-step procedure was developed for the alkylation of amines via reductive amination of aldehydes using molecular dihydrogen as a reductant in the presence of a manganese pyridinyl-phosphine complex as a pre-catalyst. After the initial condensation step, the reduction of imines formed in situ is performed under mild conditions (50-100 °C) with 2 mol% of catalyst and 5 mol% of tBuOK under 50 bar of hydrogen. Excellent yields (>90%) were obtained for a large combination of aldehydes and amines (40 examples), including aliphatic aldehydes and amino-alcohols.
Method for preparing N-(5-methylfurfuryl)aniline and derivatives from biomass carbohydrate
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, (2018/07/30)
The invention discloses a method for preparing N-(5-methylfurfuryl)aniline and derivatives from biomass carbohydrate. The method comprises the following steps: sequentially adding biomass carbohydrate, phosphorous acid, distilled water, hydrogen iodide and an organic solvent to a reaction container; stirring at a normal pressure and a temperature of 30-120 DEG C; reacting for 0.2-5 h; separating atwo-phase solvent; successively extracting and washing an organic layer with sodium sulfite, sodium hydroxide and a saturated salt solution for multiple times; collecting an organic phase to be dewatered by anhydrous magnesium sulfate; sequentially adding a multiphase hydrogenation catalyst, the additional solvent, aniline or aniline derivatives; stirring in a hydrogen atmosphere of normal pressure to 2.0 MPa and at a temperature of normal temperature to 100 DEG C; reacting for 0.2-3.0 h; and separating products. The method provided by the invention mainly uses renewable biomass carbohydrateas the raw material, is completed by two steps so as to be simple to operate and avoid loss of materials caused by intermediate steps, is performed under normal pressure and mild conditions without noble metal catalyst so as to reduce production costs, and has low requirements on equipment.
Cyclopentadienyl N-heterocyclic carbene-nickel complexes as efficient pre-catalysts for the hydrosilylation of imines
Bheeter, Linus P.,Henrion, Mickael,Chetcuti, Michael J.,Darcel, Christophe,Ritleng, Vincent,Sortais, Jean-Baptiste
, p. 3111 - 3116 (2013/12/04)
The in situ generated nickel hydride complex, [Ni(Mes2NHC)HCp], and its cationic analogue, [Ni(Mes2NHC)(NCMe)Cp](PF6), are efficient and chemoselective pre-catalysts for the hydrosilylation of both aldimines and ketimines under mild conditions. The Royal Society of Chemistry.
Furan ring opening-pyrrole ring closure. A simple route to 1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-3-ones
Trushkov, Igor V.,Nevolina, Tatyana A.,Shcherbinin, Vitaly A.,Sorotskaya, Lyudmila N.,Butin, Alexander V.
, p. 3974 - 3976 (2013/07/25)
We report here an application of a furan ring opening-Paal-Knorr pyrrole synthesis sequence for the transformation of furfurylamines into 1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-3-ones.
Amine synthesis through mild catalytic hydrosilylation of imines using polymethylhydroxysiloxane and [RuCl2(arene)]2 catalysts
Li, Bin,Sortais, Jean-Baptiste,Darcel, Christophe,Dixneuf, Pierre H.
experimental part, p. 396 - 399 (2012/06/01)
Tolerate silicone! The stable [RuCl2(p-cymene]2 complex is an efficient catalyst for the direct chemoselective hydrosilylation of functionalized aldimines and ketimines into amines, using polymethylhydroxysiloxane as an inexpensive, stable, and safe hydrosilane source. The catalysis operates in ethanol, under air at room temperature, and tolerates the ketone ester and alkene functionality. Copyright
NHC-carbene cyclopentadienyl iron based catalyst for a general and efficient hydrosilylation of imines
Castro, Luis C. Misal,Sortais, Jean-Baptiste,Darcel, Christophe
, p. 151 - 153 (2012/01/06)
A general and efficient hydrosilylation of imines catalysed by a well defined NHC-carbene cyclopentadienyl iron complex has been developed. Both aldimines and ketimines are converted to the corresponding amines under mild conditions, and under visible light activation.
Structure-activity relationship study of homoallylamines and related derivatives acting as antifungal agents
Suvire, Fernando D.,Sortino, Maximiliano,Kouznetsov, Vladimir V.,Vargas M, Leonor Y.,Zacchino, Susana A.,Cruz, Uriel Mora,Enriz, Ricardo D.
, p. 1851 - 1862 (2007/10/03)
The synthesis, in vitro evaluation, and structure-activity relationship studies of homoallylamines and related derivatives acting as antifungal agents are reported. Among them, compounds N-(4-bromophenyl)-N-(2-furylmethyl)amine and N-(4-chlorophenyl)-N-(2
STUDIES IN THE FURAN SERIES. 22. N-ARYLFURFURYL- AND N-ARYL-5-METHYLFURFURYLAMINES AND THEIR N-ALLYL DERIVATIVES.
Klepo,Jakopcic
, p. 235 - 237 (2007/10/02)
The compounds, where aryl is a meta- or para-substituted chlorophenyl, methoxyphenyl, or methylphenyl group, were prepared by reduction of corresponding azomethines. Their allylation with allyl iodide or allyl bromide yielded tertiary N-arylfurfurylamines
