Method for preparing a benzofuran or benzothiophene compound

Details Method for preparing a benzofuran or benzothiophene compound Method for preparing a benzofuran or benzothiophene compound

C - Chemistry, Metallurgy

07

D

C07D 307/79 (2006.01) C07B 37/10 (2006.01) C07D 333/54 (2006.01)

Patent

CA 2387724

The invention concerns a novel method for preparing a benzofuran or benzothiophene compound by cyclizing an aromatic compound bearing a side-chain comprising at least two carbon atoms, one of the carbon atoms being bound to the benzene cycle by an oxygen or sulphur atom, the other carbon atom is in carboxylic form and a formyl radical in ortho position relative to said chain. The inventive method is characterised in that it consists in cyclizing the latter in the presence of an efficient amount of a carbonate base in a medium comprising a carboxylic acid anhydride and optionally an organic solvent.

La présente invention a pour objet un nouveau procédé de préparation d'un composé de type benzofurane ou benzothiophène par cyclisation d'un composé aromatique porteur d'une part, d'une chaîne latérale comprenant au moins deux atomes de carbone, l'un des atomes de carbone étant relié au cycle benzénique par un atome d'oxygène ou de soufre, l'autre atome de carbone est sous forme carboxylique et d'autre part d'un groupe formyle en position ortho par rapport à ladite chaîne. Le procédé de l'invention est caractérisé par le fait qu'il consiste à effectuer la cyclisation de ce dernier, en présence d'une quantité efficace d'une base de type carbonate, dans un milieu comprenant un anhydride d'acide carboxylique et éventuellement un solvant organique.

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