91-61-2Relevant articles and documents
Heterogeneous Hydrogenation of Quinoline Derivatives Effected by a Granular Cobalt Catalyst
Timelthaler, Daniel,Topf, Christoph
, (2021/11/22)
We communicate a convenient method for the pressure hydrogenation of quinolines in aqueous solution by using a particulate cobalt-based catalyst that is prepared in situ from simple Co(OAc)2 4H2O through reduction with abundant zinc powder. This catalytic protocol permits a brisk and atom-efficient access to a variety of 1,2,3,4-tetrahydroquinolines thereby relying solely on easy-to-handle reagents that are all readily obtained from commercial sources. Both the reaction setup assembly and the autoclave charging procedure are conducted on the bench outside an inert-gas-operated containment system, thus rendering the overall synthesis time-saving and operationally very simple.
Method for preparing tetrahydroquinoline compounds by catalytic hydrogenation of ruthenium catalyst
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Paragraph 0038-0041, (2021/01/29)
The invention relates to a method for preparing tetrahydroquinoline compounds by catalytic hydrogenation of a ruthenium catalyst, which comprises the following steps: by using p-cymene ruthenium chloride dimer as a catalyst and hydrogen as a reducing agent, mixing the p-cymene ruthenium chloride dimer, phosphine ligand and quinoline compounds, and dissolving the mixture in an organic solvent to react, and carrying out post-treatment to obtain the tetrahydroquinoline derivative. Compared with the prior art, the method has the advantages of easily available raw materials, mild conditions, simpleoperation, atom economy, simple and green synthesis process, mild reaction conditions, excellent selectivity, high yield and good reaction universality, and has a wide application value in fine chemical intermediate synthesis.
Water-involving transfer hydrogenation and dehydrogenation of N-heterocycles over a bifunctional MoNi4 electrode
Han, Shuyan,Huang, Yi,Li, Mengyang,Liu, Cuibo,Zhang, Bin
, p. 1983 - 1991 (2021/09/02)
A room-temperature electrochemical strategy for hydrogenation (deuteration) and reverse dehydrogenation of N-heterocycles over a bifunctional MoNi4 electrode is developed, which includes the hydrogenation of quinoxaline using H2O as the hydrogen source with 80% Faradaic efficiency and the reverse dehydrogenation of hydrogen-rich 1,2,3,4-tetrahydroquinoxaline with up to 99% yield and selectivity. The in situ generated active hydrogen atom (H*) is plausibly involved in the hydrogenation of quinoxaline, where a consecutive hydrogen radical coupled electron transfer pathway is proposed. Notably, the MoNi4 alloy exhibits efficient quinoxaline hydrogenation at an overpotential of only 50 mV, owing to its superior water dissociation ability to provide H* in alkaline media. In situ Raman tests indicate that the NiII/NiIII redox couple can promote the dehydrogenation process, representing a promising anodic alternative to low-value oxygen evolution. Impressively, electrocatalytic deuteration is easily achieved with up to 99% deuteration ratios using D2O. This method is capable of producing a series of functionalized hydrogenated and deuterated quinoxalines.
