Pd-Catalyzed Denitriative Intramolecular Mizoroki–Heck Reaction

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Pd-Catalyzed Denitriative Intramolecular Mizoroki–Heck Reaction
Kitty K. Asahara ,Kei Muto and Junichiro Yamaguchi
Chem. Lett. 2023, Advance Publication
DOI: 10.1246/cl.230056

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.

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