ChemInform Abstract: Novel Cyclic Ketones for Catalytic Oxidation Reactions.

✍ Scribed by Dan Yang; Yiu-Chung Yip; Man-Wai Tang; Man-Kin Wong; Kung-Kai Cheung

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 37 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199922052

✦ Synopsis

Novel Cyclic Ketones for Catalytic Oxidation Reactions.

-Seven novel C 2 symmetric and conformationally rigid 9-, 10-, and 11-membered-ring cyclic ketones of type (I)-(III) are prepared from the corresponding diacids and tested as catalysts for the epoxidation of (E)-stilbene. By using oxone as terminal oxidant in homogenous MeCN-water solvent system they show much higher catalytic activities than acyclic ketones, with increasing order from the 9-to the 11-membered rings. As one of the most efficient catalysts, ketone (III) is chosen for screening with unfunctionalized and strongly electron-deficient olefins. Additionally, the oxidation of alcohols to yield aldehydes and ketones is successfully achieved with ketone (III). The ketones are recovered in high yields and without loss of catalytic activity.