Section: General Procedures For the Synthesis Of Dihydropyrano[32-cmentioning
confidence: 99%
“…Chromenes, common heterocyclic motifs containing an oxygen atom, exist extensively in nature and show several biological and therapeutic activities, including antiacetylcholinesterase, [1] antiproliferative, [2] antibacterial, [3] antioxidant, [4] and antitumor [5] properties. Chromenes and their derivatives isolated from plants are widely used to treat diverse ailments including hypertension, diabetes, cancer, arthritis, and diarrhea.…”
Chromene substructure is an important structural motif present in a variety of medicines, natural products, and materials showing biological activities. Here, a simple and convenient procedure for the synthesis of 3,4‐dihydropyrano[3,2‐c]chromene derivatives is described. For this purpose, Fe3O4 nanoparticles supported on β‐cyclodextrin‐guanidine were successfully prepared and used as catalyst. The structure of this catalyst was assigned by Fourier transform infrared spectroscopy, X‐ray diffraction, scanning electron microscopy, thermal gravimetric analysis, and vibrating sample magnetometer techniques. The prepared nanocomposites were used as a highly active, heterogeneous, and reusable nanocatalyst for the one‐pot, three‐component reaction of 4‐hydroxycoumarin, aromatic aldehydes, and ethyl cyanoacetate. This method has advantages such as mild conditions, high yields, easy workup and simple purification of products, little catalyst loading, cost efficiency, and reusability of the catalyst.
Section: General Procedures For the Synthesis Of Dihydropyrano[32-cmentioning
confidence: 99%
“…Chromenes, common heterocyclic motifs containing an oxygen atom, exist extensively in nature and show several biological and therapeutic activities, including antiacetylcholinesterase, [1] antiproliferative, [2] antibacterial, [3] antioxidant, [4] and antitumor [5] properties. Chromenes and their derivatives isolated from plants are widely used to treat diverse ailments including hypertension, diabetes, cancer, arthritis, and diarrhea.…”
Chromene substructure is an important structural motif present in a variety of medicines, natural products, and materials showing biological activities. Here, a simple and convenient procedure for the synthesis of 3,4‐dihydropyrano[3,2‐c]chromene derivatives is described. For this purpose, Fe3O4 nanoparticles supported on β‐cyclodextrin‐guanidine were successfully prepared and used as catalyst. The structure of this catalyst was assigned by Fourier transform infrared spectroscopy, X‐ray diffraction, scanning electron microscopy, thermal gravimetric analysis, and vibrating sample magnetometer techniques. The prepared nanocomposites were used as a highly active, heterogeneous, and reusable nanocatalyst for the one‐pot, three‐component reaction of 4‐hydroxycoumarin, aromatic aldehydes, and ethyl cyanoacetate. This method has advantages such as mild conditions, high yields, easy workup and simple purification of products, little catalyst loading, cost efficiency, and reusability of the catalyst.
Multi-component reaction approach was utilized in the synthesis of dihydropyrano coumarins under mild reaction conditions. Biomass derived carbohydrate was used as sugar source for the formation of D-ribose based sugar ionic liquid. The developed catalyst catalyzed efficient synthesis of these hetero atom functionalized compounds. A wide range of substrates were prepared with substituted aliphatic or aromatic aldehydes. Substitution in phenyl ring did not affect the rate of reaction much. All compounds were obtained in good to excellent yield up to 76-92%. The recyclablity of the catalyst was also examined.
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