1236203-52-3Relevant academic research and scientific papers
Silica Gel as a Promoter of Sequential Aza-Michael/Michael Reactions of Amines and Propiolic Esters: Solvent- and Metal-Free Synthesis of Polyfunctionalized Conjugated Dienes
Aleksi?, Jovana,Stojanovi?, Milovan,Baranac-Stojanovi?, Marija
, p. 1811 - 1835 (2018/07/29)
We present an efficient, simple, metal- and solvent-free silica-gel-promoted synthesis of functionalized conjugated dienes by sequential aza-Michael/Michael reactions by starting from commercially available primary amines and propiolic esters. The scope a
Selective fluorescent sensor for mercury ions in aqueous media using a 1,4-dihydropyridine derivative
Homraruen, Daranee,Sirijindalert, Thirawat,Dubas, Luxsana,Sukwattanasinitt, Mongkol,Ajavakom, Anawat
, p. 1617 - 1621 (2013/02/25)
Novel 1,4-dihydropyridine (DHP) derivatives containing 3 carboxylic acid units are synthesized via cyclotrimerization of N-substituted β-aminoacrylates followed by basic hydrolysis of the triester. These DHP derivatives are readily soluble in aqueous media buffered at pH 8.0 and the solutions give blue fluorescent signals with quantum yields of 7-23%. One of these compounds, bearing a p-methoxyphenyl N-substituted group, shows specific fluorescent quenching with the mercuric ion (Hg2+). The fluorescent signal of the DHP derivative decays over a period of minutes to hours depending on the Hg2+ concentration, which implies that the sensing mechanism involves chemical reaction between the Hg2+ ion and the DHP compound. The 1H NMR and MS data suggest that Hg2+ mediates the oxidation of the DHP ring into a pyridinium ring. The event is useful for fluorescent detection of Hg2+ at the micromolar level within 30 min, with a detection limit of 0.2 μM in aqueous medium.
Novel synthetic route to 1,4-dihydropyridines from β-amino acrylates by using titanium(IV) chloride under facile conditions
Sirijindalert, Thirawat,Hansuthirakul, Kunlayanee,Rashatasakhon, Paitoon,Sukwattanasinitt, Mongkol,Ajavakom, Anawat
experimental part, p. 5161 - 5167 (2010/08/20)
The reactions of Boc-β-amido- and β-amino acrylates, in which the C=C possesses both nucleophilic and electrophilic sites, were investigated under acidic conditions. The trifluoroacetic-acid induced cyclization of the β-amido acrylates to the corresponding oxazolidin-2-ones involves a rarely seen nucleophilic attack of the carbamate carbonyl group. The cyclotrimerization of 13-amino acrylates to N-substituted 1,4- dihydropyridines was observed in the presence of a Lewis acid. High yields of 1,4-dihydropyridines (7083%) were readily obtained by using substoichiometric amount TiCl4 under mild condition. The cyclotrimerization is presumably occurring via a Hantzsch related mechanism involving three addition/ elimination reactions of the amphiphilically reactive C=C.
