2-丙烯胺基-1,4-醌類化合物與β-雙羰基化合物的氧化性自由基反應

Recently, there have been many naturally occurring and synthesized compounds with quinone moiety exhibiting biological properties, antitumor activities, and cancer chemotherapy derived. In our laboratory, we are interested in the electrophilic free radical reaction between 1,4-quinones and β-carbonyl compounds. Manganese(Ⅲ) acetate is an extensive one-electron oxidant for the oxidation of β-dicarbonyl compounds. The radical intermediate which iniciated by Mn(Ⅲ) can not only undergo efficient intermolecular and intramolecular cyclizations but also exhibit regio- and stereo-selectivities. This method differs from reductive free radical reaction, and it leads to more highly functionalized products. Mn(Ⅲ) and Cu(Ⅱ) are used as oxidant in our oxidative free radical reaction. The thesis can be divided into four parts as below: (1)2-allylamino-1,4-dihydro-1,4-naphthalenedione 86d and β-dicarbonyl compounds 21c-j afford products A-J. (2)The compound I affords products J, K in acidic solvent. (3)5-allylamino-2,3-dimethylbenzo-1,4-quinone 148d and β-dicarbonyl compounds 21c-e afford products L-N. (4)Nuclear Magnetic Resonance Experiment of 111B at different temps.