Abstract
PART 1 Here, we described the synthesis of 2-substituted-3-oxo-N-phenylbutanamide through an efficient radical addition reaction. Optimizing the condition for the radical addition of alkenes with (E)-4-(phenylamino)-4-((2,2,6,6-tetramethylpiperidin-1-yl)oxy) prop-3-en-1-substituted-2-one, and we have it best performed at 120 oC in toluene that described with moderate to good yields. The structures of products consist of diketone and N-phenylamide, which could be used for further applications such as providing starting materials for Mannich reaction to synthesize natural products. PART 2 This part of the dissertation deals with a metal free [2+2+2] radical cycloaddition of 1-allyl-2-vinylbenzene derivatives and nitrosobenzenes constructing (1S,4S)-2-phenyl-2,3,4,5-tetrahydro-1H-4,1-(epoxymethano) benzo[c]azepine derivatives. The advantages of this new radical cycloaddition are based on the easily accessible substrates and the readily achievable condition. There are only few examples using alkene for [2+2+2] radical cycloaddition reactions so far, which highlighted the value of this research.