Abstract
Vilsmeier reagent formed from phthaloyl dichloride and DMF was found to be very effective for converting 2-hydroxyacetophenones, deoxybenzoins and dihydrochalcones into corresponding chromones, isoflavones and homoisoflavones with excellent yield. This method offers significant advantages such as efficiency and mild reaction conditions with shorter reaction time.
Highlights
In recent years, scientific interest towards chromones (2), isoflavones (9) and homoisoflavones (10) has increased
Isoflavones are a privileged class of natural products which are produced by plants mainly in the species of Leguminosae family to protect themselves from environmental stress and are present in dietary components such as fruits, cabbage, soybeans, grains, hops and redwines
The method first involved the preparation of vilsmeier reagent, for this, to a mixture of DMF in 1,4-dioxane was added phthaloyl dichloride at room temperature, and the whole mixture was stirred at 40 ̊C for 3 h (Scheme 1)
Summary
Scientific interest towards chromones (2), isoflavones (9) and homoisoflavones (10) has increased. It is due to the limited distribution of these compounds in the plant kingdom and the possible health effect these compounds exhibit. It is known that certain natural and synthetic chromone derivatives possess important biological activities such as antitumor [1], antihepatotonic, antioxidant [2], anti-inflammatory [3], antispasmolytic, estrogenic [4] and antibacterial activities [5]. Isoflavones are a privileged class of natural products which are produced by plants mainly in the species of Leguminosae family to protect themselves from environmental stress and are present in dietary components such as fruits, cabbage, soybeans, grains, hops and redwines. Isoflavones possess many biological activities such as estrogenic [6], anticancer [7], antibacterial [8], antimicrobial [9], antiulcer [10]
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