Association Phase Transfer Catalyst with Electro-organic Synthesis of 4-(Dihydroxyphenylthio)-6-methyl-2H-pyran- 2-One Derivatives

Introduction The number of natural and synthetic 2H-pyran-2-one derivatives has been reported to exert notably the potential biological activity [1] and medicinal application such as: anticancer activity [2] hepatoprotective activity [3]. On the other hand, catechol derivatives are promising group of compounds worthwhile for further investigation, which may lead to the discovery of selective acting, biodegradable agrochemicals having high human, animal and plant compatibility [4]. A literature rewieu reveals that, in contrast to the widely studied 2-pyrone derivatives, .there was not exicts a paperwhich reports the synthesis of 4-(dihydroxyphenylthio)-6-mehyl-2H-pyran2-one derivatives. Following our experiences in electrochemical oxidation of catechols in the presence of nucleophiles [5-15], we envisaged that synthesis of organic compounds with both structures of catechol and 2-pyrone might cause an enhancement of pharmaceutical properties Abstract Derivatives of 4-(dihydroxyphenylthio)-6-methyl-2H-pyran-2-one have been synthesized by direct electrochemical oxidation of catechols (1a-d) in the presence of prepared 4-mercapto6-mehyl-2H-pyran-2-one (3) as a nucleophile the one-pot process applying phase association conditions, at carbon rod electrode, in an undivided cell under constant current conditions was used. The high yield and purity was obtained. The following EC mechanism in water/ acetonitrile/chloroform medium was controlled by applying cyclic voltammetry.