The cyclization of N-alkenylamides catalyzed by iodoarenes under oxidative conditions is presented. Five-, six-, and seven-membered rings with a range of substitutions can be prepared by this route. Preliminary data from the use of chiral iodoarenes as precatalysts show that enantiocontrol is feasible.

Glutaconamide-based [2]rotaxanes are efficiently oxidized to the respective interlocked α-ketoamides, whereas their non-interlocked threads afford hydroxycyclohexene tetraamides under similar reaction conditions. These results showcase mechanically interlocking of highly reactive substrates as a powerful tool for controlling chemical behavior. Inside macrocycle and irradiation with light, α-ket...

The clean and facile electrochemical synthesis of hypervalent iodine reagents is a fast growing field. In the past 5 years, diverse number reaction types have been established, from fluorinations, oxidative cyclizations, C−N C−H couplings oxidations. Electrochemistry beneficial in terms sustainability as requirement for chemical oxidants eliminated. This contributes to cleaner processes with li...