A NEW METHOD FOR THE SYNTHESIS OF 2,5-BISHETEROARYL-3,6-DICHLORO-l,4-BENZOQUINONES

摘要

A new method for the synthesis of symmetrical and asymmetrical 2,5-bisheteroaryl-3,6-dichloro-l,4-benzoquinones with sulfur and/or nitrogen containing heterocycles has been elaborated on the basis of easily obtainable benzofuran(2).Benzoquinones are a class of compounds found as subunits in many natural products.Compounds containing the benzoquinone group have been shown to have chemotherapeutic value as antitumor,2 antifungal,and antibacterial drugs.Recently it was shown that the derivatives of 3,6-bis(indol-3-yl)-2,5-dihydroxybenzoquinones,fungal metabolites(asterriquinones)exhibit antitumor activity and act as insulin mimetics in several biochemical and cellular assays.General and efficient synthetic methods that allow easy preparation of structurally diverse heteroaryl-substituted quinones are rare,except the above mentioned bisindolylquinones.