88735-57-3Relevant academic research and scientific papers
Chromogenic and fluorogenic sensing of Cu2+ based on coumarin
Helal, Aasif,Or Rashid, Mohammad Harun,Choi, Cheol-Ho,Kim, Hong-Seok
experimental part, p. 2794 - 2802 (2011/05/02)
A new highly selective, reversible, chromogenic, and fluorogenic chemosensor (4) based on thiazole-coumarin moieties for quantification of copper ions in aqueous-DMSO was designed and synthesized. The mechanism of fluorescence was based on ICT, which was modified by the introduction of an electron-donating diethylamino group making it chromogenic and increasing the binding affinity. The selectivity toward copper ions was not affected by the presence of representative alkali metals, alkali earth metals, or other transition metals.
Screening search for organic fluorophores: Syntheses and fluorescence properties of 3-azolyl-7-diethylaminocoumarin derivatives
Takechi,Oda,Nishizono,Oda,Machida
, p. 1702 - 1710 (2007/10/03)
In order to find a highly sensitive fluorophore, 3-azolyl-7-diethylaminocoumarin derivatives were synthesized. Both the absorption and fluorescence maxima of the coumarin-thiazole compounds showed red shifts with increases of the molar absorptivities and fluorescence intensities, in comparison with those of the corresponding coumarin-oxazole compounds. Among them, 3-(5-ethoxycarbonyl-1,3-thiazol-2-yl)-7-diethylamino-2H-chromen-2-one (3e) was one of the most promising candidates as a fluorophore accessible for analytical purposes in the fields of analytical and biological chemistry.
Ensembles of rings with a coumarin unit. 1. Synthesis of 3-(2-R-thiazol-4-yl)- and 3-(4-R-triazol-2-yl)coumarins
Belokon',Kovalenko,Silin,Nikitchenko
, p. 1167 - 1176 (2007/10/03)
We have synthesized 3-(2-R-thiazol-4-yl)coumarins (R = H, CH3, CH2CN, Ar) by condensation of 3-(α-bromoacetyl)coumarins with thioamides. We obtained 3-(4-R-thiazol-2-yl)coumarins (R = H, Ar) by several methods. By reaction of 2-cyanomethyl-4-phenylthiazole with 2-hydroxybenzaldehydes, we synthesized 2-imino-3-(4-phenylthiazol-2-yl)coumarins, which were converted to the corresponding coumarins by acid hydrolysis. For 3-(2-R-thiazol-4-yl)coumarins (R = CH2CN), we carried out reactions with aromatic aldehydes. We propose alternative methods for synthesis of 2-[2-aryl(hetaryl)-1-cyanoethenyl]-4-(coumarin-3-yl)thiazoles. 1998 Plenum Publishing Corporation.
3-α-Bromacetyl-coumarines as Synthones for Heterocyclic Substituted Coumarines
Czerney, P.,Hartmann, H.
, p. 551 - 560 (2007/10/02)
3-α-Bromacetyl-coumarines 2 react easily and in high yields with thiourea and thioamide derivatives 3 and 5, resp., to 4-coumar-3'-yl-thiazoles 4 and 6, resp., as well as with N,N-disubstituted thioamides 11 and N,N,N',N'-tetraalkylthiourea 12 to 5-coumar-3'-yl-oxathioliumsalts 13 and 14, respectively.In a two-step reaction 2 can be transformed by reaction with aniline 17 to 4-coumar-3'-yl-imidazoles 21 and 5-coumar-3'-yl-oxazoliumsalts 22, resp., via aminoketone intermediates 18.
