60824-64-8Relevant academic research and scientific papers
Nickel-catalyzed intelligent reductive transformation of the aldehyde group using hydrogen
Tong, Xinli,Guo, Pengfei,Liao, Shengyun,Xue, Song,Zhang, Haigang
supporting information, p. 5828 - 5840 (2019/11/11)
The selective transformation of the aldehyde group (-CHO) in multifunctional oxygenates is a key challenge in the development of sustainable biomass feedstock. Herein, a smart Ni-MFC catalyst was developed from a 2D Ni-based metal-organic framework (MOF), which efficiently promoted the transformation of -CHO in the presence of H2 to a methyl group (-CH3) via the reductive etherification and hydrogenolysis of the C-O ether bond in methanol. Moreover, the catalytic process could be controlled to directionally produce methyl ether (-CH2OR) using the reductive etherification protocol. For the catalytic reduction of vanillin, the Ni-MFC-700 catalyst guaranteed the full conversion of vanillin and 96.5% yield of the desired 2-methoxy-4-methylphenol (MMP), while the Ni-MFC-500 catalyst afforded about 82.7% yield of 4-(methoxymethyl)-2-methoxyphenol in methanol solvent. This is a novel and promising approach for the valorization of multifunctional oxygenates and biomass-derived platform compounds.
Design, synthesis and structure-activity relationships of 5-alkylaminolquinolines as a novel series of CRF1 receptor antagonists
Takeda, Kunitoshi,Terauchi, Taro,Shin, Kogyoku,Ino, Mitsuhiro,Shibata, Hisashi,Yonaga, Masahiro
scheme or table, p. 4756 - 4761 (2012/08/07)
A series of 5-alkylaminolquinolines was designed and synthesized as potential novel CRF1 receptor antagonists. The structure-activity relationships (SARs) of the substituents on each position (R2, R 3, R5 and R5′) were investigated.
Selective oxidation of phenols to hydroxybenzaldehydes and benzoquinones with dioxygen catalyzed by polymer-supported copper
Takaki, Ken,Shimasaki, Yohei,Shishido, Tetsuya,Takehira, Katsuomi
, p. 311 - 317 (2007/10/03)
Oxidation of 2,6-disubstituted 4-methylphenols with dioxygen by using a CuCl2-poly(4-methyl-4′-vinyl-2,2′-bipyridine) catalyst gave the corresponding 4-hydroxybenzaldehydes in high yields. The activity of the catalyst and the selectivity of the products significantly depended on the reaction conditions and the composition of the catalyst. When the molar ratio of the bipyridine unit of the polymer ligand to Cu was unity, i.e., N/Cu = 2, the best results were obtained. Moreover, the reaction is likely to be promoted by coordination of the products to the catalyst. Similarly, 2,3,6-trimethylphenol and related compounds were converted to p-benzoquinones selectively with a CuCl2-poly(4-vinylpyridine) catalyst. These polymer-supported catalysts were readily recovered and are reusable without noticeable decrease of their activity.
Metalation of Phenols. Synthesis of Benzoquinones by the Oxidative Degradation Approach
Saa, Jose M.,Llobera, Antonia,Garcia-Raso, Angel,Costa, Antonio,Deya, Pedro M.
, p. 4263 - 4273 (2007/10/02)
In a effort to explore the potential of so-called oxidative degradation approach for the synthesis of quinones, we have investigated the direct metalation of a number of simple phenols such as o- and p-hydroxybenzyl alcohols, benzyl methyl ethers and N,N-dimethylbenzylamines.Apparently, only those phenolic substrates having available both a coordinating group for chelation and an electron-withdrawing group in a 1,3-relationship are efficiently lithiated, by the action of n-BuLi, in a regioselective manner.Those positions on the aromatic nucleus just flanked by a coordinating, or an acid-base, group could be metalated by action of the t-BuLi/THP system, in favorable cases.
