222025-81-2

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 108-03-2 1-Nitropropane 
• 64-02-8 disodium ethylenediaminetetraacetic acid 
• 619-73-8 4-nitrobenzyl chloride 

Downstream Products

• 222026-11-1 4-ethyl-3-(4-nitro-phenyl)-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 49678-62-8 1-nitro-4-[(1E)-2-nitro-1-butenyl]benzene 

Relevant academic research and scientific papers

Enzyme-catalyzed Henry (nitroaldol) reaction

Transglutaminase was first used to catalyze Henry reactions of aliphatic, aromatic and hetero-aromatic aldehydes with nitroalkanes. The reactions were carried out at room temperature, and the corresponding nitro alcohols were obtained in yields up to 96%.

Waste-to-useful: A biowaste-derived heterogeneous catalyst for a green and sustainable Henry reaction

Owing to the depletion of resources coupled with increasing waste generation, the conversion of waste biomass to value-added materials has gained interest. Here, we report for the first time the application of Musa acuminata (banana) peel ash (MAPA) as a heterogeneous catalyst for C-C bond formation via a Henry reaction under solvent-free conditions at ambient temperature. The catalyst was well characterized using different analytical techniques like FT-IR, SEM, TEM-EDS, XRD, XRF, XPS, BET and TGA, along with basicity determination by a Hammett indicator test and titration method. An excellent yield of nitroalcohol was obtained within 15-30 minutes. No dehydrated product was observed. The catalyst used in these studies has the advantage of being a waste material and is hence low-cost, easily prepared, recyclable and environmentally friendly. In addition, the use of a biogenic renewable catalyst, its atom economy, and room temperature and solvent-free reaction conditions and the avoidance of column chromatography make the protocol highly significant from green and sustainable chemistry perspectives.

Polymer supported DMAP: An easily recyclable organocatalyst for highly atom-economical Henry reaction under solvent-free conditions

Polymer supported catalysts are regarded as a borderline class of catalysts, which retains the advantages of homogeneous catalysts while securing the ease of recovery by simple filtration and workup of heterogeneous systems. Additionally, such catalysts are less hygroscopic due to the long polymer backbone. Here we have demonstrated that a catalytic amount of polymer supported DMAP (10 mol%) can lead to excellent conversion of an equimolar mixture of aldehyde and nitroalkane exclusively into β-nitroalcohols via the Henry reaction. Unlike most of the commonly used catalysts, polymer supported DMAP can be recovered by simple filtration and reused several times, thereby reducing the operational cost. High synthetic efficiency, total atom economy, near quantitative yields, mild reaction conditions, operational simplicity, easy recovery and reusability of the catalyst, solvent-free reaction conditions and avoidance of traditional reaction workup make the protocol highly significant from Green and Sustainable Chemistry perspectives.

Ethyl acrylate conjugated polystyryl-diphenylphosphine - An extremely efficient catalyst for Henry reaction under solvent-free conditions (SolFC)

Over the last few decades, the fast-growing development of polymer supported reagents has led to the synthesis of a variety of reagents on solid support. Some of the major advantages of using such reagents are that they are less hygroscopic, easy to recover, and can be recycled. Here, we have demonstrated that in situ generated ethyl acrylate conjugated polystyryl-diphenylphosphine (PDPP-EA) derived from the reaction of a mixture of polystyryl-diphenylphosphine and ethyl acrylate in a stoichiometric ratio can efficiently catalyze the synthesis of β-nitroalcohols from the reaction of aldehydes and nitroalkanes under solvent-free conditions (SolFC).

Size-dependent catalysis by DABCO-functionalized Zn-MOF with one-dimensional channels

Lewis basic DABCO-functionalized 3D-like metal-organic framework, Zn-MOF, catalyzes nitroaldol (Henry) reaction of 4-nitrobenzaldehyde with nitroalkanes in a size-dependent manner. Small nitroalkanes give rise to higher conversion than larger ones. This M

Chiral binuclear copper(II) catalyzed nitroaldol reaction: scope and mechanism

Chiral binuclear copper(II) Schiff base complexes 4a-g have been prepared from aldehydes 1a,b, (S)-amino alcohols 2a-f, and Cu(OAc)2·1H2O in high yield. Their catalysis is studied for the addition of nitroalkanes to aldehydes at ambi

Clean five-step synthesis of an array of 1,2,3,4-tetra-substituted pyrroles using polymer-supported reagents

Polymer-supported reagents and other solid sequestering agents may be used to generate an array of 1,2,3,4-tetra-substituted pyrrole derivatives without any chromatographic purification step.

Method of preparing stereospecific nitroaldols

A method of controlling the diastereoselectivity of the nitroaldol reaction by the use of titanium, zirconium and aluminum based Lewis acids is disclosed. In a preferred embodiment, the reaction of lithium nitronate anion with aldehydes in THF/CH2/s