Synthesis Through Three‐Component Reactions Catalyzed by FeCl₃ of Fused Pyridocoumarins as Inhibitors of Lipid Peroxidation

4-Amino-2-(p-tolyl)-7H-chromeno[5,6-d]oxazol-7-one

“…Preliminary biological experiments were performed in vitro. Compounds 6 and 7 were tested as possible antioxidant agents and inhibitors of soybean lipoxygenase according to our previous published assays [10,25]. They did not present any interaction with DPPH at 100 µM after 20 and 60 min under the reported experimental conditions.…”

“…Aminocoumarins are valuable building blocks for the synthesis of fused pyridocoumarins presenting significant biological activities such as antibacterial [22], antifungal [23], antimalarial [24], antioxidant [25] and wound-healing [26]. Pyridocoumarins are prepared from aminocoumarins through the one-pot Povarov reactions with aromatic aldehydes and cyclic enol ethers [27], the reactions with vinyl ketones [28], or under Vilsmeier conditions [29] or with phenylacetylene and benzaldehydes under catalysis by I 2 [30] or by other Lewis acids [25,31]. The cycloisomerization of propargylaminocoumarins, prepared from aminocoumarins, followed by oxidation, led also to pyridocoumarins under catalysis by AgSbF 6 [32] or BF 3 .Et 2 O [33] or Au/nanoparticles [34].…”

“…The need for the synthesis of new compounds, to probe novel biological activity containing a heterocyclic ring fused to the pyridocoumarin moiety, led us to the synthesis of amino-substituted fused oxazolocoumarins. In continuation of our interest on fused oxazolocoumarin [8,22] and pyridocoumarin [25,33,34] derivatives, we would like to report here the synthesis of novel amine 7, through a selective reduction procedure, and the biological evaluation of the products. The reactions studied and the synthesized products are depicted in Scheme 1.…”

A Concise Review on Pyridocoumarin/Azacoumarin Derivatives: Synthesis and Biological Activity

“…Using domino reaction Symeonidis et al . synthesised novel 2,4‐Diphenyl substituted fused pyridocoumarins 183 & 184 which act as inhibitors of lipid peroxidation by one‐pot three‐component reactions of 6‐amino coumarins, benzaldehyde and phenylacetylene by using FeCl 3 (10%) as catalyst under reflux or MW irradiation (Scheme ).…”

Synthesis of Fused Oxazolocoumarins from o‐Hydroxynitrocoumarins and Benzyl Alcohol Under Gold Nanoparticles or FeCl3 Catalysis

“…In continuation to our interest in this field , we wish to apply the catalysis with NPs Au/TiO 2 or with FeCl 3 , as well as the catalysis with NPs Ag/TiO 2 for the first time in the synthesis of fused oxazolocoumarins in a one‐pot tandem procedure using the o ‐hydroxynitrocoumarins as starting materials along with benzyl alcohol. The reactions studied and the products obtained are depicted in Scheme .…”