1029598-42-2Relevant articles and documents
Selective synthesis of nitroalcohols in the presence of Ambersep 900 OH as heterogeneous catalyst
Lodh, Rajsekhar,Sarma, Manas Jyoti,Borah, Arun Jyoti,Phukan, Prodeep
, p. 969 - 972 (2015)
Abstract A green protocol has been developed for the selective synthesis of β-nitroalcohols using commercially available Ambersep 900 OH as reusable heterogeneous catalyst. The reaction between aldehyde and nitromethane was performed under solvent-free condition at room temperature within a short time (70-150 min) in the presence of 10 wt % of Ambersep 900 OH to produce corresponding nitroalcohols in high yield (72-91 %). After the reaction is over, the catalyst can be separated and reused (3 cycles) without appreciable loss in its activity.
High-nitrogen containing covalent triazine frameworks as basic catalytic support for the Cu-catalyzed Henry reaction
Tahir, Norini,Wang, Guangbo,Onyshchenko, Iuliia,De Geyter, Nathalie,Leus, Karen,Morent, Rino,Van Der Voort, Pascal
, p. 242 - 248 (2019)
Functionalization of porous organic frameworks by a rational design of the monomer allows to prepare tailor-made materials. The use of nitrogen-based polydentate building blocks provides specific and versatile functional groups to allow a robust binding site and/or ligand for metal complexes. In this regard, a rigid and planar tris-bidentate ligand-based 5,6,11,12,17,18-hexaazatrinaphthylene (HATN) ligand was employed for the preparation of highly porous and stable Covalent Triazine Frameworks (CTFs). The resulting HATN-based CTF exhibits a remarkably high BET surface area of 1684 m2/g and a total pore volume of 0.79 cm3/g. After post-synthetic metalation with a Cu(OAc)2 complex, it can be utilized as an efficient heterogeneous catalyst for the Henry reaction of aromatic aldehydes and nitromethane under mild reaction conditions. The Cu@HATN-CTF catalyst exhibit an excellent catalytic performance and a higher TON than the conventional Cu-based porous materials. This is probably due to the geometry and the electronic configuration effect, as the paddlewheel structure of the complex is broken upon grafting onto the HATN-CTF.
Merging Asymmetric Henry Reaction with Organocatalytic Cascade Reaction for the Construction of a Chiral Indolizidine Alkaloid Skeleton
Zhou, Yirong,Yang, Qin,Shen, Jian,Chen, Xin,Peng, Yiyuan,Gong, Yuefa
, p. 1446 - 1456 (2015)
A sequential reaction combining the copper-catalyzed asymmetric Henry reaction with the organocatalytic Michael addition-hemiacetalization cascade reaction was developed. The C1-symmetric chiral diamine L1-copper complex was responsible for the first highly enantioselective Henry reaction, while diphenylprolinol silyl ether A acted as effective organocatalyst for the second cascade reaction between chiral β-nitro alcohol and α,β-unsaturated aldehydes. Via rational design and combination of the two independent catalytic systems, good yields and excellent enantioselectivities and diastereoselectivities were achieved for a broad substrate scope under mild reaction conditions. The synthetic utility of this sequential catalytic asymmetric cascade reaction was demonstrated as an alternative and straightforward stereoselective synthesis strategy for chiral indolizidine alkaloid and its analogues.
Application of natural feedstock extract: The Henry reaction
Surneni, Naresh,Barua, Nabin C.,Saikia, Bishwajit
, p. 2814 - 2817 (2016)
For the first time, we have successfully performed the Henry reaction in neat 'Natural Feedstock Extract' at room temperature. Herein, we used two most abundant natural feedstock extracts such as 'Water Extract of Banana' (WEB) and 'Water Extract of Rice Straw Ash' (WERSA). This protocol is highly advantageous owing to the employment of natural feedstock as green reaction media resulting in significant novelty and advancement with respect to green and sustainable chemistry.
Synthesis, structure, and application of self-assembled copper(II) aqua complex by H-bonding for acceleration of the nitroaldol reaction on water
Jammi, Suribabu,Ali, Md Ashif,Sakthivel, Sekarpandi,Rout, Laxmidhar,Punniyamurthy, Tharmalingam
, p. 314 - 320 (2009)
Copper(II) aqua complex 1 has been prepared in a one-pot synthesis. The single crystal X-ray analysis showed that the complex is self-assembled through aqua ligands by H-bond interactions and the copper(II) atoms are pentacoordinated with square pyramidal geometry. Complex 1 has been studied for the acceleration of the nitroalodol reaction on water. It is a clean technological process and the catalyst can be recycled without loss of activity.
Copper(II) Complexes of Sulfonated Salan Ligands: Thermodynamic and Spectroscopic Features and Applications for Catalysis of the Henry Reaction
Bunda, Szilvia,May, Nóra V.,Bonczidai-Kelemen, Dóra,Udvardy, Antal,Ching, H. Y. Vincent,Nys, Kevin,Samanipour, Mohammad,Van Doorslaer, Sabine,Joó, Ferenc,Lihi, Norbert
, p. 11259 - 11272 (2021)
Copper(II) complexes formed with sulfonated salan ligands (HSS) have been synthesized, and their coordination chemistry has been characterized using pH-potentiometry and spectroscopic methods [UV-vis, electron paramagnetic resonance (EPR), and electron-el
Deep eutectic solvent as solvent and catalyst: One-pot synthesis of 1,3-dinitropropanes: Via tandem Henry reaction/Michael addition
Colombo Dugoni, Greta,Mele, Andrea,Sacchetti, Alessandro
, p. 8395 - 8401 (2020)
The Henry reaction was performed using microwave heating within the deep eutectic solvent (DES) choline chloride/urea (ChCl/urea) which acted as both the catalyst and solvent for the reaction. The optimisation of the conditions (temperature, heating mode,
Asymmetric organocatalytic Henry reaction
Marcelli, Tommaso,Van Der Haas, Richard N. S.,Van Maarseveen, Jan H.,Hiemstra, Henk
, p. 929 - 931 (2006)
(Chemical Equation Presented) The nitroaldol (Henry) reaction between aromatic aldehydes and nitromethane can be carried out in high yields and enantiomeric excess by using a novel Cinchona-derived thiourea catalyst. Hydrogen-bond donors at the C6′ position in these organocatalysts are shown to induce preferential formation of one enantiomer.
Polymeric nanoassembly of imine functionalized magnetite for loading copper salts to catalyze Henry and A3-coupling reactions
Rathod, Prakash B.,Kumar, K.S. Ajish,Athawale, Anjali A.,Pandey, Ashok K.
, (2021/03/09)
Poly(ethylenimine) was grafted on the magnetite (Fe3O4) nanoparticles, and subsequently reacted with different aldehydes to form the imine functionalities (Fe3O4-Imine NPs). Thus formed Fe3O4/su
Efficient Synthesis of α-Ketothioamides From α-Nitroketones, Amines or DMF and Elemental Sulfur Under Oxidant-Free Conditions
Zhang, Zhenlei,Yang, Jiusi,Yu, Renjie,Wu, Kairui,Bu, Jiping,Li, Shaoke,Qian, Peng,Sheng, Liangquan
supporting information, p. 5209 - 5212 (2021/10/19)
We have developed a practical, general protocol for denitration of readily available α-nitroketones with sulfur and amines to access a broad range of α-ketothioamides under mild conditions. Such a reaction proceeds under metal-, oxidant-, and catalyst-free conditions to provide synthetically useful α-ketothioamides. Furthermore, the mild reaction conditions tolerate a wide range of substrates especially for the synthesis of aliphatic α-ketothioamides which are rarely reported.
