5382-49-0Relevant articles and documents
PGDH INHIBITORS AND METHODS OF MAKING AND USING
-
Paragraph 0271; 0278; 0283; 0400-0401; 0438-0439, (2021/07/31)
Disclosed herein are compounds that can inhibit 15-hydroxyprostaglandin dehydrogenase. Such compounds may be administered to subjects that may benefit from modulation of prostaglandin levels.
Method for selective catalytic hydrogenation of aromatic heterocyclic compounds in non-hydrogen participation manner
-
Paragraph 0025-0029; 0163-0167, (2021/08/19)
The invention discloses a method for selective catalytic hydrogenation of aromatic heterocyclic compounds in a non-hydrogen participation manner. The method comprises the following steps: by taking 1, 5-cyclooctadiene iridium chloride dimer as a catalyst and phenylsilane as a hydrogen source, carrying out stirring reaction under mild conditions without adding a ligand, namely catalytically hydrogenating the aromatic heterocyclic compounds to obtain hydrogenated products of the aromatic heterocyclic compounds. The method has the advantages of low cost, mild reaction conditions, high selectivity and the like, and special equipment such as a high-pressure kettle and the like and high-temperature conditions which are required when hydrogen is used are avoided.
Catalytic Hydrogenation of Substituted Quinolines on Co–Graphene Composites
Asaula, Vitalii M.,Buryanov, Volodymyr V.,Solod, Bohdan Y.,Tryus, Daryna M.,Pariiska, Olena O.,Kotenko, Igor E.,Volovenko, Yulian M.,Volochnyuk, Dmitriy M.,Ryabukhin, Sergey V.,Kolotilov, Sergey V.
, p. 6616 - 6625 (2021/12/24)
A set of 20 composites was prepared by pyrolysis of Co2+ complexes with 1,10-phenanthroline, melamine and 1,2-diaminobenzene. These composites were tested as the catalysts for the hydrogenation of quinolines. As shown by powder X-ray diffraction and TEM, the composited contained Co particles of several dozen nm sizes. The composition (elements content), Raman spectra X-ray photoelectron spectra parameters of the composites were analyzed. It was found that there was no distinct factor that controlled the yield of 1,2,3,4-tetrahydroquinolines in the investigated process. The yields of the respective products were in the range 90–100 %. The three most active composites were selected for scale-up and hydrogenation of a series of substituted quinolines. Up to 97 % yield of 1,2,3,4-tetrahydroquinoline was obtained on a 50 g scale. Five representative substituted quinolines were synthesized on a 10–20 grams scale using the Co-containing composites as the catalysts.
Ring size changes in the development of class I HDAC inhibitors
Cho, Er-Chieh,Liu, Chi-Yuan,Tang, Di-Wei,Lee, Hsueh-Yun
, p. 1387 - 1401 (2021/07/06)
Five pathways involving different ring structures led to generation of fourteen thienylbenzamides (7–20) which display the structure-activity relationships of class I HDAC inhibitors. All the synthesised compounds inhibit HDAC1 and HDAC2 selectively over other isoforms and many inhibit DLD1 and HCT116 cells more effectively than a parent compound. Compounds 8 and 16 inhibit HCT116 cells by activation of the apoptosis pathway.
Simple manganese carbonyl catalyzed hydrogenation of quinolines and imines
Wang, Zelong,Chen, Lei,Mao, Guoliang,Wang, Congyang
, p. 1890 - 1894 (2020/03/04)
Manganese-catalyzed hydrogenation of unsaturated molecules has made tremendous progresses recently benefiting from non-innocent pincer or bidentate ligands for manganese. Herein, we describe the hydrogenation of quinolines and imines catalyzed by simple manganese carbonyls, Mn2(CO)10 or MnBr(CO)5, thus eliminating the prerequisite pincer-type or bidentate ligands.
Dual-Active-Sites Design of Co@C Catalysts for Ultrahigh Selective Hydrogenation of N-Heteroarenes
Zhang, Sai,Gan, Jie,Xia, Zhaoming,Chen, Xiao,Zou, Yong,Duan, Xuezhi,Qu, Yongquan
supporting information, p. 2994 - 3006 (2020/09/04)
The dual-active-sites Co@C catalyst provides a general powerful strategy to break the limitation of scaling relation on traditional metal surfaces and thus affords unprecedentedly selective hydrogenation of various N-heteroarenes as well as high activity and stability. A porous carbon shell not only allows H2 diffusion to Co sites for activation but also blocks accessibility of N-heteroarenes, and the hydrogenation of N-heteroarenes is achieved on carbon by the spilled hydrogen from Co sites. In addition, the presence of surface/subsurface carbon at the Co sites shows high anti-sulfur poisoning and anti-oxidant capability. Ideal heterogeneous metal hydrogenation catalysts are featured by simultaneously high activity, selectivity, and stability. Herein, we report a general yet powerful strategy to design and fabricate dual-active-sites Co@C core-shell nanoparticle for boosting selective hydrogenation of various N-heteroarenes. It can break the limitation of scaling relation on traditional metal surfaces, and thus afford unprecedentedly high selectivity, activity, and stability. Combining kinetics analysis and DFT calculations with multiple techniques directly unveil that the critical porous carbon shell with a pore size of 0.53 nm not only allows H2 diffusion to Co sites for activation and blocks accessibility of N-heteroarenes but also catalyzes hydrogenation of N-heteroarenes via hydrogen spillover from Co sites. In addition, the presence of surface/subsurface carbon at the Co sites shows high anti-sulfur poisoning and anti-oxidant capability. This work is valuable for guiding the design and manipulation of cost-effective and robust hydrogenation catalysts. Our research can provide an environmentally friendly approach to afford unprecedentedly selective N-heteroarenes hydrogenation, which will greatly reduce the resource and energy consumption and decrease the amount of waste discharge and water pollution. Therefore, these results could help in achieving the “Clean water and sanitation” goal in the 10 UN Sustainable Development Goals. Meanwhile, the products of N-heteroarenes hydrogenation are the core structural motifs in both fine and bulk chemicals, which will make our life more beautiful. Thus, our research also benefits the “Good health and well-being” goal.
Nanolayered Cobalt-Molybdenum Sulfides as Highly Chemo- and Regioselective Catalysts for the Hydrogenation of Quinoline Derivatives
Sorribes, Iván,Liu, Lichen,Doménech-Carbó, Antonio,Corma, Avelino
, p. 4545 - 4557 (2018/05/22)
Herein, a general protocol for the preparation of a broad range of valuable N-heterocyclic products by hydrogenation of quinolines and related N-heteroarenes is described. Interestingly, the catalytic hydrogenation of the N-heteroarene ring is chemoselectively performed when other facile reducible functional groups, including alkenes, ketones, cyanides, carboxylic acids, esters, and amides, are present. The key to successful catalysis relies on the use of a nanolayered cobalt-molybdenum sulfide catalyst hydrothermally synthesized from earth-abundant metal precursors. This heterogeneous system displays a tunable composition of phases that allows for catalyst regeneration. Its catalytic activity depends on the composition of the mixed phase of cobalt sulfides, being higher with the presence of Co3S4, and could also be associated with the presence of transient Co-Mo-S structures that mainly vanish after the first catalytic run.
NHC-Based Iridium Catalysts for Hydrogenation and Dehydrogenation of N-Heteroarenes in Water under Mild Conditions
Vivancos, ángela,Beller, Matthias,Albrecht, Martin
, p. 17 - 21 (2018/01/17)
We present a set of iridium complexes containing triazolylidene ligands that are highly active for the reduction of quinoline under 5 atm of H2 pressure and using water as a solvent. This reduction is effective also with a wide variety of quinolines having functionalities at the 2-, 3-, 6-, and 8-positions. One complex is active as well in catalyzing the reverse, viz., the dehydrogenation of tetrahydroquinoline, in high yields and in the same medium without the need of an external hydrogen scavenger. The use of a single catalyst for both hydrogenation and dehydrogenation processes is highly attractive for reversible hydrogen storage in liquid organic hydrogen carriers.
A General and Highly Selective Cobalt-Catalyzed Hydrogenation of N-Heteroarenes under Mild Reaction Conditions
Adam, Rosa,Cabrero-Antonino, Jose R.,Spannenberg, Anke,Junge, Kathrin,Jackstell, Ralf,Beller, Matthias
supporting information, p. 3216 - 3220 (2017/03/17)
Herein, a general and efficient method for the homogeneous cobalt-catalyzed hydrogenation of N-heterocycles, under mild reaction conditions, is reported. Key to success is the use of the tetradentate ligand tris(2-(diphenylphosphino)phenyl)phosphine). This non-noble metal catalyst system allows the selective hydrogenation of heteroarenes in the presence of a broad range of other sensitive reducible groups.
Cobalt-catalysed transfer hydrogenation of quinolines and related heterocycles using formic acid under mild conditions
Cabrero-Antonino, Jose R.,Adam, Rosa,Junge, Kathrin,Jackstell, Ralf,Beller, Matthias
, p. 1981 - 1985 (2017/07/15)
Herein, we report the first example of homogeneous non-noble metal-catalyzed transfer hydrogenation of N-heteroarenes. The combination of Co(BF4)2·6H2O with tris(2-(diphenylphosphino)phenyl)phosphine L1 is able to selectively reduce quinolines in the presence of other sensitive functional groups, under mild conditions, using formic acid as a hydrogen source.
