88785-56-2

Upstream product

• 504-02-9 1,3-cylohexanedione 
• 109-73-9 N-butylamine 
• 125424-58-0 3-(4-Phenylselanyl-butylamino)-cyclohex-2-enone 

Downstream Products

• 137959-05-8 3-<(1-butyl)amino>-2-(N,N'-diethoxycarbonyl)hydrazinocyclohex-2-en-1-one 
• 137959-06-9 3-<(1-butyl)amino>-2-(N-ethoxycarbonyl-N'-benzoyl)hydrazinocyclohex-2-en-1-one 
• 137959-11-6 3-<(benzoyl)amino>-1-(1-butyl)-2,3,4,5,6,7-hexahydrobenzimidazole-2,4-dione 

Relevant academic research and scientific papers

Expeditious and eco-friendly synthesis of new multifunctionalized pyrrole derivatives and evaluation of their antioxidant property

Diminution of oxidative stress-mediated diseases is an essential pharmaceutical objective in modern biomedical research. The present work stresses upon the efficient and eco-friendly synthesis of an array of novel diversely functionalized pyrrole derivatives which are found to be antioxidants with reactive oxygen species (ROS) shielding competency against the deleterious consequence of oxidative stress. The results of the investigation displayed the effect of structural modification of the pyrrole derivatives on their respective antioxidant properties to various ROS. Noteworthy, the pyrrole moiety bearing 4-hydroxycoumarin or 2-hydroxy-1,4-naphthoquinone as substituent showed outstanding defensive potency towards [rad]OH and O2 [rad] ? while, nitrogen atom linked with aliphatic side-chain in the pyrrole scaffold made a strong affirmative impression in DPPH[rad] scavenging assay. More interestingly, an influencing reducing power was observed in pyrrole derivatives carrying cyclohexane 1,3-dione as one of the substituents. To have a comprehensive acuteness into the antioxidant capacity of the synthesized pyrrole derivatives against Trolox as a standard antioxidant, a crucial approach was taken into account by calculating TEAC (Trolox Equivalent Antioxidant Capacity) in case of [rad]OH and DPPH[rad] scavenging activity.

An efficient method for retro-Claisen-type C-C bond cleavage of diketones with tropylium catalyst

The retro-Claisen reaction is frequently used in organic synthesis to access ester derivatives from 1,3-dicarbonyl precursors. The C-C bond cleavage in this reaction is usually promoted by a number of transition-metal Lewis acid catalysts or organic Br?nsted acids/bases. Herein we report a new convenient and efficient method utilizing the tropylium ion as a mild and environmentally friendly organocatalyst to mediate retro-Claisen-type reactions. Using this method, a range of synthetically valuable substances can be accessed via solvolysis of 1,3-dicarbonyl compounds.

Hypervalent Iodine-Promoted Aromatization of Exocyclic β-Enaminones for the Synthesis of meta-N,N-Diarylaminophenols

A metal- and additive-free milder cascade approach for the synthesis of meta-N,N-diarylaminophenols (DAAP) starting from exocyclic β-enaminones has been developed. The feasibility of the process is rationalized by the suitable molecular geometry of β-enaminones for tandem N-arylative α-iodination and aromatization under milder basic conditions. Furthermore, the developed strategy has been extended to the synthesis of meta-N-benzyl-N-arylaminophenols (BAAP). 4-Ethylpropionyl-2-cyclohexenone has been explored to give 7-diarylaminochroman-2-one (DAAC) by employing a similar one-pot approach. The plausible mechanistic steps were deduced based upon isolation of a stable intermediate and structural identification through X-ray crystallographic analysis. (Figure presented.).

FeCl3-Catalyzed Combinatorial Synthesis of Functionalized Spiro[Indolo-3,10′-indeno [1,2- b ]quinolin]-trione Derivatives

An efficient, inexpensive, environmentally friendly and high yield one-pot route to new spiro[indolo-3,10′-indeno [1,2-b]quinolin]-trione derivatives has been developed, involving three-component reaction of enaminones, N-substituted isatins and Indane-1,3-dione catalyzed by FeCl3. The approach to this spiro-heterocycle is noteworthy because it results in the formation of three new σ (two C-C and one C-N) bonds in a single operation, leading to the construction of novel spiro skeleton. This method works on a large scale in excellent yields.

A general and efficient method for synthesis of enaminones and enamino esters catalyzed by NbCl5 under solvent-free conditions

A general and simple procedure was developed for the synthesis of β-enaminones and β-enamino esters by reacting 1,3-dicarbonyl compounds with amines in the presence of catalytic amounts of niobium pentachloride. The reaction proceeds smoothly at room temperature under solvent-free conditions and leads to chemo- and regioselective formation of enamine derivatives in high to excellent yields.

Mild and efficient method for synthesis of eaminones using ytterbium triflate as catalyst

A mild and efficient procedure for synthesis of-enaminones by the condensation of-dicarbonyl compounds and amines using ytterbium triflate [Yb(OTf)3] as catalyst is described. The catalyst can be easily recovered and reused without loss of activity. Taylor & Francis Group, LLC.

P2O5/SiO2 as a new, efficient, and reusable catalyst for preparation of β-enaminones under solvent-free conditions

P2O5/SiO2 (30% w/w) was applied as an efficient, heterogeneous, and reusable catalyst for the synthesis of β-enaminones. The reactions were rapidly completed at 80°C under solvent-free conditions and products were obtained in good to excellent yields. Copyright Taylor & Francis Group, LLC.

Ytterbium triflate catalyzed synthesis of β-enaminones

β-Enaminones have been synthesized in very good yield under solvent-free conditions from differently substituted amines and β-diketones in the presence of Yb(OTf)3 as catalyst. The method is applicable to cyclic and acyclic ketones, aromatic an

REACTIVITY OF SECONDARY FUNCTIONALIZED ENAMINES TOWARDS ELECTROPHILIC DIAZENES

Secondary enaminone and enamino-sulphone derivatives react with diethoxycarbonyl- and benzoylethoxycarbonyl-diazene to give adducts which cyclize into imidazolinone derivatives under basic conditions.Aromatization and cyclization to benzamidazolinone derivatives take place, under acidic conditions, in the case of the adducts derived from the enaminones.

SYNTHESIS OF N-PROTECTED SPIROAMINES RELATED TO NATURAL PRODUCTS USING RADICAL CYCLISATIONS

The use of radical cyclisations allows direct access to a family of azaspirocyclic ketones, including compounds having the azaspirononane, and azaspiroundecane structures which are found in the alkaloids cephalotaxine and histrionicotoxin.