화학공학소재연구정보센터
Journal of the American Chemical Society, Vol.135, No.21, 7831-7834, 2013
Terminal Olefins to Linear alpha,beta-Unsaturated Ketones: Pd(II)/Hypervalent Iodine Co-catalyzed Wacker Oxidation-Dehydrogenation
Development of a mild (35 degrees C, no Breasted acids) tandem Wacker oxidation dehydrogenation of terminal olefins was accomplished using palladium(II) and hypervalent iodine co-catalysis. The reaction affords linear aryl and alkyl alpha,beta-unsaturated ketones directly from readily available terminal olefins in good yields (average 75% per step) with excellent functional group tolerance and chemo- and stereo-selectivities. The hypervalent iodine co-catalyst was found to be critical for dehydrogenation but was not effective as a stoichiometic oxidant.