[摘要]:Direct oxidation of suitably functionalized amides by application of the hypervalent iodine reagent PIFA [bis(trifluoroacetoxy)iodo]benzene allows straightforward access to a variety of nitrogen-containing heterocycles. Comprehensive results from our group on the scope and limitations of such transformations will be highlighted. 1 Introduction 2 PIFA-Mediated Electrophilic Aromatic Amidation 3 PIFA-Mediated Olefin Amidation 4 PIFA-Mediated Alkyne Amidation 5 PIFA-Mediated Alkyne N-N and N-S Bond Formation 6 Synthetic Applications of PIFA-Mediated Heterocyclization Reactions 6.1 Synthesis of Pyrazoloquinolinones 6.2 Synthesis of Pyrrolobenzodiazepine DC-81 (17) 6.3 Synthesis of Pyrrolobenzodiazepines 71 and 77 6.4 Formal Synthesis of (+/-)-Clausenamide 6.5 Synthesis of Polyhydroxylated Indolizidines 7 Conclusions |