38778-79-9

Upstream product

• 62-53-3 aniline 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 

Downstream Products

• 13161-85-8 1,2,3,4,9,10-hexahydroacridin-9-one 
• 92597-09-6 cis-5-Benzyl-3-oxa-5-azabicyclo<4.4.0>decane 
• 71581-92-5 (+/-)-cis-N-Benzyl-2-(hydroxymethyl)cyclohexylamine 
• 5396-30-5 9-chloro-1,2,3,4-tetrahydroacridine 
• 62-53-3 aniline 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 56717-04-5 4-hydroxy-2,3-(tetramethylene)quinoline 

Relevant academic research and scientific papers

Synthesis and structure-activity relationships of 9-substituted acridines as endothelin-A receptor antagonists

Screening of a compound library against endothelin receptors (ET(A) and ET(B)) revealed PD 102566 (compound 1) as an ET(A) selective antagonist. Synthesis and structure-activity relationships (SAR) of a series of analogs are described.

Redox Property of Enamines

Enamines are electron-rich compounds bearing intriguing redox properties. Herein, a series of secondary enamines condensed from primary amine and β-ketocarbonyls were synthesized and their electrochemical oxidation properties were systematically studied by cyclic voltammetry. Furthermore, theoretical calculation of oxidation potentials of enamines, particularly those catalytic intermediates, was also conducted to further broaden the scope investigated. Possible structural factors on oxidation and the nature of the resulted radical cation intermediates were revealed and discussed. Correlation of redox potentials with molecular properties such as highest occupied molecular orbital energies and natural population analysis charge were explored, and there appears no simple linear correlation. On the other hand, a good correlation with Mayr's nucleophilicity parameter N was noted among a range of catalytically relevant enamines. Spin population analysis disclosed that enamine radical cations mainly exhibit the carbon-center free radical feature. Taking experimental and computation data together, a comprehensive picture about the redox property of enamines is presented, which would provide guidance in the development of oxidative enamine catalysis and transformations.

A simple and fast synthetic pathway of β-Enamino-esters by condensation of β-Keto ester with aliphatic and aromatic amines in ethanol

The β-keto ester undergoes condensation reactions with aliphatic and aromatic amines in ethanol to give high-yielding β-enamino ester. The method is simple, cost-effective and environmentally benign. Structural characterization of the synthesized compound

Ca(CF3COO)2: An efficient Lewis acid catalyst for chemo- and regio-selective enamination of β-dicarbonyl compounds

A relevant procedure has been developed for the synthesis of β-enaminoesters catalysed by Ca(CF3COO)2. The reaction of β-ketoesters with primary amines was efficiently carried out under solvent-free conditions at room temperature and led to chemo- and regio-selective formations of enamine derivatives in high yields.

General, mild and efficient synthesis of β-enaminones catalyzed by ceric ammonium nitrate

Ceric ammonium nitrate catalyzes the reaction between aromatic or aliphatic primary amines and a variety of β-dicarbonyl compounds, including β-ketoesters, β-ketothioesters and β-diketones. The reaction proceeds smoothly at room temperature in short react

Regio- and stereoselective double alkylation of β-enamino esters with organolithium reagents followed by one-pot reduction: convenient method for the synthesis of tertiary γ-amino alcohols

An easy, high yielding and stereoselective procedure for the preparation of tertiary γ-amino alcohols starting from β-enamino esters is presented. In this procedure, the double alkylation of β-enamino esters with organolithium reagents is followed by one-

Zn(ClO4)2·6H2O as a Powerful Catalyst for the Conversion of β-Ketoesters into β-Enamino Esters

Zn(ClO4)2·6H2O proved to be a very powerful catalyst for the condensation of primary and secondary amines with β-ketoesters to give N-substituted β-enaminoesters.