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.
Preparation of a novel, efficient, and recyclable magnetic catalyst, γ-Fe2O3@HAp-Ag nanoparticles, and a solvent- and halogen-free protocol for the synthesis of coumarin derivatives
Abbasi, Zahra,Rezayati, Sobhan,Bagheri, Maryam,Hajinasiri, Rahimeh
, p. 75 - 82 (2017/01/13)
In this protocol, Ag supported on the hydroxyapatite-core–shell magnetic γ-Fe2O3nanoparticles (γ-Fe2O3@HAp-Ag NPs) as a novel, efficient, and magnetically recyclable catalyst is synthesized, and characterized by transmission electron microscopy (TEM), scanning electron microscopy (SEM), Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), and vibrating sample magnetometry (VSM). The use of the catalyst is described in the synthesis of coumarin derivatives by the Pechmann condensation of various phenols with β-ketoesters under solvent- and halogen-free conditions at 80?°C. This novel and inexpensive method offers advantages, such as recyclability simple experimental protocol, short reaction time, minimal work-up procedure, and excellent yields of products, together with desirable, eco-friendly, green aspects by avoiding toxic elements and solvents, and ease of recovery from the reaction mixture using an external magnet.