87774-43-4

Upstream product

• 79-24-3 Nitroethane 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 1896-62-4 (E)-benzalacetone 

Downstream Products

• 3771-60-6 2,5-dimethyl-3-phenyl-1H-pyrrole 
• 87774-50-3 2,5-Dimethyl-2-phenyl-pyrrolidin 
• 87774-49-0 2,5-Dimethyl-3-phenyl-3,4-dihydro-2H-pyrrole 
• 87774-46-7 2,5-Dimethyl-3-phenyl-3,4-dihydro-2H-pyrrole 1-oxide 
• 444811-50-1 1-(2-methyl-2-nitro-3-phenyl-cyclopropyl)-ethanone 
• 875244-60-3 5-bromo-5-nitro-4-phenyl-hexan-2-one 

Relevant academic research and scientific papers

Tandem double acylation/[3,3]-rearrangement of aliphatic nitro compounds: A route to α-oxygenated oxime derivatives

A new tandem double acylation/rearrangement reaction of nitro compounds is described. It has a broad substrate scope allowing the mild and efficient synthesis of α-acyloxy oxime esters in high yields and regioselectivity. According to the obtained data, the mechanism for transformation was proposed. The utility of the obtained α-hydroxy oxime esters was demonstrated.

Highly enantioselective conjugate addition of nitroalkanes to enones catalyzed by cinchona alkaloid derived primary amine

A cinchona alkaloid derived primary amine catalyzed conjugate addition of nitroalkanes to enones is described. The process affords the Michael adducts in good yield and with up to 99% ee for both acyclic and cyclic enones.

Rasta resin as support for TBD in base-catalyzed organic processes

Although its intriguing features, such as uniform functionalization through the entire beads and a very high-loading capacity are suitable candidates for solid-phase synthesis and reagent-scavenging, the use of Rasta resin as support for organocatalysis has been little explored. In this contribution, Rasta polymer has been used to preparation of high-loading Rasta-TBD. This catalyst has been able to efficiently promote several organic transformations with constantly good and promising results.

Simple Cyclohexanediamine-Derived Primary Amine Thiourea Catalyzed Highly Enantioselective Conjugate Addition of Nitroalkanes to Enones

A highly enantioselective conjugate addition of nitroalkanes to enones has been developed. The process Is efficiently catalyzed by a simple chiral cyclohexanediamine-derived primary amine thiourea with a broad substrate scope.

Polystyryl-BEMP as an efficient recyclable catalyst for the nucleophilic addition of nitroalkanes to α,β-unsaturated carbonyl compounds under solvent-free conditions

2-tert-Butylimino-2-diethylamino-1,3-dimethylperhydro-1,3, 2-diazaphosphorine supported on polystyrene (PS-BEMP) is an efficient catalyst for the addition of nitroalkanes (1-1.5 equiv.) to α,β-unsaturated carbonyl compounds (1.0 equiv.) in the absence of a reaction medium (solvent-free conditions). The corresponding γ-nitro carbonyl compounds have been isolated in excellent yields but the catalyst can be satisfactorily recovered and used for only 3 times due to the magnetic stirring which caused crunching of the catalyst beads thus hampering its complete recovery. To optimize the catalyst's reuse and improve the environmental efficacy of solvent-free conditions, the first solvent-free cyclic continuous-flow reactor has been set up. This reactor has allowed the product to be isolated in an almost quantitative yield by using a very small amount of organic solvent, making the recovery and reuse of the catalyst efficient and reproducible.

Asymmetric conjugate addition of nitroalkanes to enones with a chiral α-aminophosphonate catalyst

Chiral diethyl (2R)-tetrahydropyrro-2-ylphosphonate is an effective catalyst for the Michael addition of nitroalkanes to α,β-unsaturated ketones. This study revealed that the hydrate salt of this α-aminophosphonate was found to be a better catalytic speci

Asymmetric multifunctional organocatalytic Michael addition of nitroalkanes to α,β-unsaturated ketones

Cinchona alkaloid derived primary amine thioureas organocatalyzed Michael addition of nitroalkanes to enones in good yield and up to 98% ee and offered a new way to construct quaternary stereocenters from enones and nitroalkanes. The Royal Society of Chem

Phase transfer catalysed reaction of potassium superoxide with some nitroalkanes in the presence of α,β-unsaturated enones

Superoxide ion, generated in situ by the phase transfer reaction of potassium superoxide and 18-crown-6 ether, brings about an easy Michael addition of nitroalkanes to α,β-unsaturated enones to afford 1,4-addition products.

Solvent-free synthesis of γ-nitroketones and γ-nitroesters promoted by the ionic liquid/K2CO3 catalytic system

A convenient solvent-free synthesis of γ-nitroketones and γ-nitroesters based on the reaction of nitroalkanes with α,β-unsaturated carbonyl compounds in the ultrasonically activated heterogeneous catalytic system 1-butyl-3-methylimidazolium tetrafluorobor