5919-65-3

Upstream product

• 1507408-55-0 C₁₂H₁₅NO₂ 
• 3128-06-1 5-ketohexanoic acid 
• 62-53-3 aniline 

Downstream Products

• 5546-84-9 2,8-dimethyl-1,7-diphenyl-1,7-diaza-spiro[5.5]undecane 

Relevant academic research and scientific papers

Investigation towards the reductive amination of levulinic acid by B(C6F5)3/hydrosilane system

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

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.

Formic acid as a hydrogen source for the iridium-catalyzed reductive amination of levulinic acid and 2-formylbenzoic acid

The aqueous phase catalytic reductive amination of levulinic acid (LA) into pyrrolidones and 2-formylbenzoic acid into N-arylisoindolines is reported. The catalytic reaction involves an iridium catalyst bearing an electron-rich dipyridylamine ligand and u

Lactate-Based Ionic Liquid Catalyzed Reductive Amination/Cyclization of Keto Acids under Mild Conditions: A Metal-Free Route to Synthesize Lactams

Task-specific ionic liquids (ILs) have shown promising applications in catalysis. Herein we present lactate-based IL (e.g., 1-butyl-3-methylimidazolium lactate, [BMIm][Lac]) catalyzed reductive amination/cyclization of keto acids using triethoxysilane as a reducing agent, which provides a metal-free route to synthesis of lactams under mild conditions, even at room temperature. [BMIm][Lac] combined with (EtO)3SiH afforded a series of five- and six-membered lactams in good to excellent yields at 80 °C within 1 h, showing comparable performance to the best metal-based catalyst reported to date. The mechanism investigation indicated that the ILs (e.g., [BMIm][Lac]) served as a multifunctional catalyst, which could activate hydrosilanes and simultaneously catalyzed the cyclization of LA with amines.

Reductive amination/cyclization of levulinic acid to pyrrolidones: Versus pyrrolidines by switching the catalyst from AlCl3 to RuCl3 under mild conditions

Herein the reductive amination/cyclization of levulinic acid using phenylsilane was presented to selectively produce pyrrolidones versus pyrrolidines under mild conditions by switching the catalyst from AlCl3 to RuCl3. Using AlCl3 as the catalyst, pyrrolidones were solely obtained at room temperature, while RuCl3 as the catalyst selectively afforded pyrrolidines in high yields at 45 °C.

Reductive Amination/Cyclization of Keto Acids Using a Hydrosilane for Selective Production of Lactams versus Cyclic Amines by Switching of the Indium Catalyst

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

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