Pd-catalyzed Denitriative Intramolecular Mizoroki-Heck Reaction

A Pd-catalyzed denitrative intramolecular Mizoroki-Heck reaction of nitroarenes with alkenes was developed. Pd/BrettPhos is an effective catalyst for this transformation, producing 5-and 6-membered cyclic products such as indenes and benzopyrans. Since a tethered-alkene group can be introduced onto the nitroarene core through nucleophilic aromatic substitution (SNAr), the present denitrative reaction would provide a convergent synthetic method for benzo-fused cyclic compounds.

Automated summary

A Pd-catalyzed denitrative intramolecular Mizoroki-Heck reaction of nitroarenes with alkenes has been developed, providing a convergent synthetic method for benzo-fused cyclic compounds.