Xanthones represent an outstanding class of oxyg~1_1ated heterocycles widespread in nature, commonly distributed in several higher plant families, such as Gentianaceae, Guttiferae and Polygalaceae and in a few families of fungi and lichens [1]. Both natural and synthetic derivatives often endowed with interesting pharmacological properties (e.g. anti-inflammatory, antitumour and antioxidant activities [1,2]. Na...
Oxygen heterocyclic compounds are widely distributed in Nature, being chromone and xanthone derivatives some examples. For instance, the xanthone ring system is a structural motif prevalent in higher plants such as those of Guttiferae and Gentianaceae families.1 Both natural and synthetic derivatives often endowed with interesting pharmacological properties, such as anti-inflammatory,2 antitumour3 and antioxida...
A novel route for the synthesis of 1-aryl-9H-xanthen-9-ones is reported. This methodology involves the condensation of 2-methylchromone with cinammaldehydes leading to (E,E)-2-(4-arylbuta-1,3-dien-1-yl)-4H-chromen-4-ones. The final step was the electrocyclization and oxidation reactions of the latter compounds, in an one-pot synthesis, giving the desired 1-aryl-9H-xanthen-9-ones.
O trabalho descrito nesta dissertação envolve num primeiro passo a síntese de (E,E)-2-(4-arilbuta-1,3-dien-1-il)-3-bromo-4H-cromen-4-onas e (E,E)-2-(4-arilbuta-1,3-dien-1-il)-4H-cromen-4-onas através de uma reacção de condensação de 3-bromo-2-metil-4H-cromen-4-ona e 2-metil-4H-cromen-4-ona com cinamaldeídos convenientemente substituídos. As cromonas foram obtidas com rendimentos moderados a bons. As (E,E)-2-(4-...
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