Dinitro-5,5-Dimethylhydantoin: An Arene Nitration Reagent

The development of a new N-nitro typecompound,dinitro-5,5-dimethylhydantoin (DNDMH), has been reported as an arenenitration reagent. The exploration demonstrated that arene nitrationwith DNDMH exhibited good tolerance with diverse functional groups.It is notable that, among the two N-nitro units ofDNDMH, only the N-nitro unit on N1 was deliveredto the nitroarene products. The N-nitro type compoundwith a single N-nitro unit on N2 cannot promote thearene nitration.

Automated summary

The development of a new N-nitro type compound, dinitro-5,5-dimethylhydantoin (DNDMH), as an arenenitration reagent has been reported. The study demonstrated that arene nitration with DNDMH showed good tolerance towards diverse functional groups. Interestingly, only the N-nitro unit on N1 of DNDMH was delivered to the nitroarene products, while the N-nitro type compound with a single N-nitro unit on N2 could not promote the arene nitration reaction.