Periodate Compounds Caused By Free Radical Reactions

This thesis focused on the radical reactions induced by the combination of PhI(OAc)2 and I2. We developed some methods based on the C-radical and N-radical which produced under the PhI(OAc)2/I2 condition, and found a base promoted selectiveβ-fragmentation of homoallylamines.In the first part, we investigate the reation of transition-metal free amidation of benzylic C-H bonds with sulfonamides demonstrate that it is an efficient method to produce various amines,Besides the optimization for a "greener" procedure, it also has moderate to excellent yields.Next, we studid an efficient one-pot oxidative decarboxylation-Friedel-Crafts reaction of acyclic a-amino acid derivatives activated by the combination of iodobenzene diacetate/iodine and iron dust. The use of iron avoids the oxidation of aromatic compounds, and in situ generation of Fe(Ⅲ) salts to promote the Friedel-Crafts reaction avoids the use of the highly hygroscopic FeCl3, resulting in a mild and simple reaction system.The last part investigates the base promoted selectiveβ-fragmentation of homoallylamines. The desired carbon-carbon bond cleavage proceeded via a radicalβ-scission pathway under mild conditions with good functional group tolerance.