88735-52-8Relevant academic research and scientific papers
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.
