61973-96-4Relevant articles and documents
Regioselective C-H borylation of heteroaromatic aldimines with iridium complexes
Sasaki, Ikuo,Ikeda, Toshiki,Amou, Tatsunosuke,Taguchi, Jumpei,Ito, Hajime,Ishiyama, Tatsuo
, p. 1582 - 1586 (2016)
An iridium-catalyzed regioselective C-H borylation of pentafluoroaniline-derived heteroaromatic aldimines has been developed. Various heteroaromatic aldimines underwent borylation by bis(pinacolato)diboron to afford the corresponding borylated products in
Synthesis of Imines and Amines from Furfurals Using Continuous Flow Processing
Bizet, Boris,Hornung, Christian H.,Kohl, Thomas M.,Tsanaktsidis, John
, p. 1069 - 1072 (2017)
A simple procedure for the condensation of the bio-derived furfurals, 5-(methyl)furfural (MF) and 5-(chloromethyl)furfural (CMF), with primary amines is described herein. The experiments were conducted in both batch and flow conditions, with reaction time
Photoredox-Catalyzed Synthesis of α-Amino Acid Amides by Imine Carbamoylation
Cardinale, Luana,Schmotz, Mattis-Ole W. S.,Konev, Mikhail O.,Jacobi von Wangelin, Axel
supporting information, p. 506 - 510 (2022/01/20)
An operationally simple protocol for the photocatalytic carbamoylation of imines is reported. Easily available, bench-stable 4-amido Hantzsch ester derivatives serve as precursors to carbamoyl radicals that undergo rapid addition to N-aryl imines. The reaction proceeds under blue light irradiation in the presence of the photocatalyst 3DPAFIPN and Br?nsted/Lewis acid additives. Mechanistic studies indicated a photoredox mechanism that involves carbamoyl radicals.
One-pot solvothermal synthesized CoS2@MoS2 nanocomposites for selective reduction coupling reaction to synthesize imines
Han, Wenpeng,Wang, Junwei,Li, Xuekuan,Zhou, Ligong,Yang, Ying,Tang, Mingxing,Ge, Hui
, p. 86 - 91 (2019/03/14)
Selective reduction coupling of nitroaromatics and aldehydes for imines synthesis has been investigated by using a series of bifunctional CoS2@MoS2 catalysts prepared by one-pot solvothermal method. Under optimal Co/Mo ratio of 0.75 and preparation temperature (180 °C), CoS2@MoS2–180-0.75 catalyst shows 96.5% nitrobenzene conversion, 93.0% imine selectivity and good versatility for substituted nitrobenzene and different aldehydes under mild conditions (60 °C, 1.5 MPa H2). The characterizations reveal that high nitroaromatics hydrogenation activity and good selectivity are mainly due to the formation of CoMoS phase, the coupling reaction between aniline derivatives and aldehydes is achieved by the appropriate acidity of CoS2@MoS2 nanocomposites.
The Direct Synthesis of Imines, Benzimidazoles and Quinoxalines from Nitroarenes and Carbonyl Compounds by Selective Nitroarene Hydrogenation Employing a Reusable Iron Catalyst
B?umler, Christoph,Kempe, Rhett
supporting information, p. 8989 - 8993 (2018/05/30)
The “replacement” of noble metals by earth abundant metals is a desirable aim in catalysis and a possible way of conserving rare elements. The “replacement” is especially attractive if novel selectivity patterns are observed permitting the development of novel coupling reactions. Herein, we report on a novel, robust and reusable iron catalyst, which permits the selective hydrogenation of nitroarenes in the presence of hydrogenation-sensitive functional groups. Based on the selectivity pattern observed, the direct iron-catalyzed synthesis of imines and benzimidazoles from nitroarenes and aldehydes becomes feasible. In addition, we introduce the direct synthesis of quinoxalines from nitroarenes and diketones applying our catalyst.
Selective reductive coupling of nitro aliphatic compounds with aldehydes in hydrogen using gold catalyst
Cisneros, Larisha,Serna, Pedro,Corma, Avelino
, p. 1756 - 1763 (2016/11/05)
Nitrones were synthesized in good yields directly from nitro aliphatic compounds, aldehydes, and H2 using highly dispersed gold nanoparticles on titania. The high selectivity for nitrone synthesis contrasts with the platinum supported on carbon
Selective reductive coupling of nitro compounds with aldehydes to nitrones in H2 using carbon-supported and -decorated platinum nanoparticles
Cisneros, Larisha,Serna, Pedro,Corma, Avelino
supporting information, p. 9306 - 9310,5 (2014/10/15)
Nitrones were synthesized in high yields directly from nitro compounds, aldehydes, and H2 using carbon-decorated platinum nanoparticles. The high selectivity for nitrone synthesis contrasts that of common supported metal catalysts and correspon
METHODS FOR PREPARING ALKYLFURANS
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Paragraph 0163, (2014/10/04)
Provided herein are methods for preparing alkylfurans, such as 2,5-dialkylfurans and 2-alkylfurans. Furfural or 5-alkylfurfural can be reacted with aniline or diaminobenzene, or derivatives thereof, to form the corresponding imine, which can be reduced to form alkylfurans and to regenerate the aniline or diaminobenzene, or derivatives thereof. The alkylfuran may be, for example, 2,5-dimethylfuran or 2-methylfuran.
Water-promoted one-pot vinylogous Mannich-type reaction of trimethylsilyloxyfuran
Landelle, Grégory,Claraz, Aurélie,Oudeyer, Sylvain,Levacher, Vincent
supporting information; experimental part, p. 2414 - 2416 (2012/06/01)
Water, produced in situ during the formation of imines from aldehydes 1 and amines 2, is employed to promote the one-pot Mannich reaction of trimethylsilyloxyfuran 3a without addition of extra solvent or catalyst. This clean and quick reaction allows the obtention of a series of 5-substituted γ-butenolides 4 with good yields and modest diastereomeric ratio. A large panel of substituents is tolerated ranging from aliphatic chains to aromatic or heteroaromatic rings.
Skeletal Wagner-Meerwein rearrangement of perhydro-3a,6;4,5- diepoxyisoindoles
Zubkov, Fedor I.,Zaytsev, Vladimir P.,Nikitina, Eugeniya V.,Khrustalev, Victor N.,Gozun, Sergey V.,Boltukhina, Ekaterina V.,Varlamov, Alexey V.
scheme or table, p. 9148 - 9163 (2011/12/01)
An investigation of a skeletal Wagner-Meerwein rearrangement of variously substituted or quinoline-annulated 3a,6;4,5-diepoxyisoindol-1-ones is reported. Optimum reaction conditions (Ac2O, BF3·OEt 2, rt) were discovered fo
