The Study Of The Synthesis Of Cyclohex-2-enone Derivatives Catalyzed By Gold Salts And Their Anticancer Activities

Cyclohexenone and multifunctionalized cyclohexenone are importantbuilding blocks in the organic synthesis, whose unsaturated cyclic structure have a highly reactive activity. Therefore, they can be used to synthesize some substance with complex cyclic or hetercyclic structure. Cyclohexenone and multifunctionalized cyclohexenone could be applicated to a wide range of field. In addition, there are many nature products with antibiotic and antitumor activity whose commen feasure are highly oxygenated cyclohexenone central unit. There are a lot of methods to obtain cyclohexenone and multifunctionalized cyclohexenone. The transition-metal -complex-catalyzed cyclizations of unsaturated organic compounds have received increasing attentions as powerful tools for ring construction. Gold (â… ) and gold (â…¢) are soft and hence carbophilic lewis acid, which can activate unsaturated C-C bonds toward nucleophilic attack. In addition, several cyclization /addition protocols employing diynes are known. A wide range of alkynes can react with water or methonal by cationic gold(â… ) complexes in conjunction with acidic cocatalysts. When we applicated the gold complexes system to 1,6-diynes, in stead of the diketone compound, we get the hydration cyclization product of 1,6-diynes ---cyclohex-2-enone derivatives in good yield. This type of cyclication of 1,6-diynes catalyzed by gold-catalyst complex appears to be unprecedented. We have optimized the cyclization conditions and detected the application field. Finally, we evaluated the anticancer activity of five compounds in vitro by MTT. As a result, compound 14 showed higher anticancer activity than other compounds.