82947-12-4

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 3156-37-4 (E)-1-bromo-4-(2-nitrovinyl)benzene 
• 123-54-6 acetylacetone 
• 3156-37-4 4-bromo-β-nitrostyrene 

Relevant academic research and scientific papers

Squaramide-decorated covalent organic framework as a new platform for biomimetic hydrogen-bonding organocatalysis

A squaramide-decorated COF was synthesized and used as a highly efficient heterogeneous catalyst for hydrogen-bonding organocatalysis as exemplified in the context of catalyzing Michael addition reactions under mild conditions. Our work lays a foundation

Molecular Engineering of β-Substituted Oxoporphyrinogens for Hydrogen-Bond Donor Catalysis

A new class of bifunctional hydrogen-bond donor organocatalyst using oxoporphyrinogens having increased intramolecular hydrogen-bond donor distances is reported. Oxoporphyrinogens are highly non-planar rigid macrocycles containing a multiple hydrogen bond-forming binding site. In this work, we describe the first example of non-planar OxPs as hydrogen-bond donor catalysts prepared using a molecular engineering approach of the binding site for dual activation of substrates. The introduction of β-substituents is key to the catalytic activity and the catalysts are able to catalyze 1,4-conjugate additions and sulfa-Michael additions, as well as, Henry and aza-Henry reactions at low catalyst loadings (≤ 1 mol-%) under mild conditions. Preliminary mechanistic studies have been carried out and a possible reaction mechanism has been proposed based on the bi-functional activation of both substrates through hydrogen-bonding interactions.

One pot domino reaction accessing γ-nitroesters: Synthesis of GABA derivatives

Michael addition of 1,3-dicarbonyl compounds to nitrostyrenes is efficiently promoted by hydrotalcite [Mg-Al] to afford the respective γ-nitrodicarbonyl adducts. Differently, the addition of Meldrum's acid leads to a direct access of γ-nitroesters through a one pot domino process. GABA derivatives (+/-)-phenibut and (+/-)-baclofen were readily synthesized from the respective nitro adducts.

CATALYST FOR ORGANIC REACTION AND METHOD OF USE THEREOF

A catalyst for an organic reaction and a method of using a catalyst in an organic reaction are provided. The catalyst for an addition or condensation reaction includes a graphene oxide including an oxygen functional group, and the catalyst is configured t

Basic-functionalized recyclable ionic liquid catalyst: A solvent-free approach for Michael addition of 1,3-dicarbonyl compounds to nitroalkenes under ultrasound irradiation

A task-specific ionic liquid (TSIL) has been introduced as a recyclable catalyst in Michael addition. A series of nitroalkenes and various C-based nucleophiles were reacted in the presence of 30 mol% of recyclable basic-functionalized ionic liquid. Good t

An expedient and green protocol for the Michael addition of malonates, diketones and p-keto esters to the nitrostyrenes

A novel methodology has been developed for the rapid synthesis of functionalized nitroalkanes by the addition of less reactive carbon nucleophiles such as malonate esters, acetylacetone and ethyl acetoacetate to various r/ms-p-nitrostyrenes under solvent-

Graphene oxide as a recyclable phase transfer catalyst

We demonstrated a simple and green chemical method to obtain Michael adducts and their derivatives by using GO as a phase transfer catalyst with different kinds of bases in water and dichloromethane, and we also used GO multiple cycles almost without redu

A polystyrene-supported, highly recyclable squaramide organocatalyst for the enantioselective Michael addition of 1,3-dicarbonyl compounds to β-nitrostyrenes

A chiral squaramide has been supported onto a polystyrene (PS) resin through a copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction and used as a very active, easily recoverable and highly reusable organocatalyst for the asymmetric Michael additio

Electrophilicities of trans-β-nitrostyrenes

The kinetics of the reactions of the trans-β-nitrostyrenes 1a-f with the acceptor-substituted carbanions 2a-h have been determined in dimethyl sulfoxide solution at 20 °C. The resulting second-order rate constants were employed to determine the electrophile-specific reactivity parameters E of the trans-β-nitrostyrenes according to the correlation equation log k 2(20 °C) = sN(N + E). The E parameters range from -12 to -15 on our empirical electrophilicity scale (www.cup.lmu.de/oc/mayr/DBintro. html). The second-order rate constants for the reactions of trans-β- nitrostyrenes with some enamines were measured and found to agree with those calculated from the electrophilicity parameters E determined in this work and the previously published N and sN parameters for enamines.