809234-33-1Relevant articles and documents
Synthesis of regioisomeric functionalized benzodifurans and angelicins
Quezada, Elias,Delogu, Giovanna,Vina, Dolores,Santana, Lourdes,Podda, Gianni,Matos, Maria Joao,Picciau, Carmen
, p. 1309 - 1314 (2009)
Arenofurans have important biological and pharmacological activities. Compared to benzofurans, the reports on the synthesis of benzodifurans are rather limited. Here, we report the synthesis of a linear and an angular 3,3′-bis(carboxymethyl)substituted benzodifuran and 4′- carboxymethyl-substituted angelicins from phloroglucinol, using 4-halomethyl-substituted dipyrones as key intermediates in the synthetic route. This strategy shows that the stability of a pyrone ring depends on the type of substituent at C(4) and the conditions used.
Theoretical and experimental investigation of NMR, IR and UV-visible spectra of hydroxyl-substituted-4-chloromethylcoumarin derivatives
Loarueng, Chutipapha,Boekfa, Bundet,Jarussophon, Suwatchai,Pongwan, Pawinee,Kaewchangwat, Narongpol,Suttisintong, Khomson,Jarussophon, Nongpanga
, p. 116 - 127 (2019/11/11)
UV-Visible, FTIR and NMR experimental and theoretical spectral results have been compared for five substituted-4-chloromethylcoumarin derivatives (6-OH, 7-OH, 6,7-di-OH, 7,8-di-OH and 5,7-di-OH-substituted-4-chloromethylcoumarins). The theoretical investigation was conducted using density functional theory (DFT), namely the M06-2X functional form with 6-311+G(2df,2p) basis set. The 13C-NMR and 1H-NMR chemical shifts, vibrational spectra and molecular orbitals of the excited states were calculated based on their optimized geometries. The calculated values were found to have close agreement with the experimental values. The theoretical data are useful and could be important in the proper selection of compounds as intermediates for different chemical applications and modifications.
Nanosilica molybdic acid: synthesis, characterization and application as a green and reusable catalyst for the Pechmann condensation
Kiani, Mahtab,Karami, Bahador
, p. 655 - 663 (2017/01/17)
Abstract: Nanosilica molybdic acid (SMA NPs) was founded as an efficient and recyclable nanocatalyst for the synthesis of coumarin derivatives in excellent yields with good purity. Nano-SMA as a new solid acid was characterized by X-ray fluorescence, X-ray diffraction, energy-dispersive X-ray analyzer, transmission electron microscopy and Fourier transform infrared spectroscopy. Coumarin derivatives were obtained via the Pechmann condensation reaction of phenols and β-ketoesters at 80?°C under solvent-free conditions. The main advantages of the present procedure are high yields, shorter reaction time and green chemistry procedure, simple work-up and inexpensive and reusability of the catalyst. Graphical Abstract: [Figure not available: see fulltext.]