1507408-59-4Relevant academic research and scientific papers
Investigation towards the reductive amination of levulinic acid by B(C6F5)3/hydrosilane system
He, Jianghua,Wang, Tianlong,Xu, Hai,Zhang, Yuetao
, (2020)
The selective transformation of the renewable biomass resources into the highly value-added platform chemicals is essentially important for sustainable chemistry. Here we report a simple and highly efficient strategy for the synthesis of N-heterocyclic co
Ambient reductive synthesis of N-heterocyclic compounds over cellulose-derived carbon supported Pt nanocatalyst under H2atmosphere
Wu, Yunyan,Wu, Yunyan,Zhao, Yanfei,Zhao, Yanfei,Wang, Huan,Wang, Huan,Zhang, Fengtao,Zhang, Fengtao,Li, Ruipeng,Li, Ruipeng,Xiang, Junfeng,Wang, Zhenpeng,Han, Buxing,Liu, Zhimin
, p. 3820 - 3826 (2020/07/06)
N-heterocyclic compounds are important chemicals, and their reductive synthesis using H2 under mild conditions is attractive but challenging. Herein, we report chemoselective hydrogenation of 2-nitroacylbenzenes to 2,1-benzisoxazoles under ambient conditions for the first time, wihch is achieved over cellulose-derived carbon (c-C) supported Pt nanocatalyst (Pt/c-C), and a series of 2,1-benzisoxazoles can be obtained in excellent yields. Pt/c-C also shows high performance for ambient reductive amination of levulinic acid with H2, accessing various pyrrolidones in excellent yields. The systematic studies indicated that the c-C support played multiple roles in catalysis with enhancing electron density of the Pt nanoparticles and activating reactant molecules. Especially, the O-containing groups on the c-C surface provided the c-C support with both acid and base features, thus endowing Pt/c-C with high performances. This work provides an accessible and highly efficient catalyst for reductive synthesis of N-heterocycles using H2 under ambient conditions, which may have promising applications.
Method for preparing pyrrolidone by using levulinic acid
-
Paragraph 0017; 0019-0021; 0052; 0063; 0064, (2017/08/29)
The invention relates to a method for preparing pyrrolidone by using levulinic acid, belonging to the technical field of chemical intermediate production methods. According to the method, the levulinic acid is converted into N-substituted-5-methyl pyrroli
One-Pot Selective Catalytic Synthesis of Pyrrolidone Derivatives from Ethyl Levulinate and Nitro Compounds
Vidal, Juan D.,Climent, Maria J.,Corma, Avelino,Concepcion, Dr Patricia,Iborra, Sara
, p. 119 - 128 (2017/01/17)
N-substituted 5-methyl-2-pyrrolidones were prepared in a one-pot process starting from ethyl levulinate and nitro compounds in the presence of a nanosized Pt-based catalyst. Pt supported on TiO2nanotubes (Pt/TiO2-NT) catalyzed the synthesis of N-substituted 5-methyl-2-pyrrolidones through a cascade process involving the reduction of nitro compounds, formation of the intermediary imine, hydrogenation, and subsequent cyclization. A bifunctional metal–acid system was a suitable catalyst for the process. Pt supported on TiO2showed lower catalytic activity than Pt/TiO2-NT owing to the strong adsorption of nitro compounds during the first reaction step that poisoned the acidic sites and strongly decreased the rate of amination and cyclization. However, Pt/TiO2-NT with milder acid sites was less affected by the adsorption of nitro compounds and the full cascade process could proceed. The results indicate that the prepared Pt/TiO2-NT is a chemoselective and reusable catalyst that can be applied to the synthesis of a variety of N-substituted 5-methyl-2-pyrrolidones starting from nitro compounds with excellent yields in absence of an additional organic solvent under mild reaction conditions.
Reductive Amination/Cyclization of Keto Acids Using a Hydrosilane for Selective Production of Lactams versus Cyclic Amines by Switching of the Indium Catalyst
Ogiwara, Yohei,Uchiyama, Takuya,Sakai, Norio
supporting information, p. 1864 - 1867 (2016/02/03)
Described herein is that the catalytic construction of N-substituted five- and six-membered lactams from keto acids with primary amines by reductive amination, using an indium/silane combination. This relatively benign and safe catalyst/reductant system tolerates the use of a variety of functional groups, especially ones that are reduction-sensitive. A direct switch from synthesizing lactams to synthesizing cyclic amines is achieved by changing the catalyst from In(OAc)3 to InI3. This conversion occurs by further reduction of the lactam using the indium/silane pair.
Highly efficient and versatile synthesis of lactams and N -heterocycles via Al(OTf)3-catalyzed cascade cyclization and ionic hydrogenation reactions
Qi, Jianguo,Sun, Chenbin,Tian, Yulin,Wang, Xiaojian,Li, Gang,Xiao, Qiong,Yin, Dali
supporting information, p. 190 - 192 (2014/01/23)
The discovery and development of an efficient and versatile method for the synthesis of N-substituted lactams is described. Pyrrolindinones, piperidones, and structurally related heterocycles were formed by Al(OTf)3- catalyzed cascade cyclizati
