Palladium-Catalyzed Mizoroki–Heck Reaction of Nitroarenes and Styrene Derivatives
Toshimasa Okita, Kitty K. Asahara, Kei Muto, Junichiro Yamaguchi
Abstract
We have developed a Mizoroki–Heck reaction of nitroarenes with alkenes under palladium catalysis. The use of a Pd/BrettPhos catalyst promoted the alkenylation, whereas other catalysts led to a decrease in the product yield. In addition to nitroarenes, nitroheteroarenes were also applicable to the present reaction. The combination of a nucleophilic aromatic substitution (SNAr) with the denitrative alkenylation produced a multifunctionalized arene in a one-pot operation.
Topics & Concepts
ChemistryCatalysisPalladiumNucleophilic aromatic substitutionYield (engineering)Heck reactionStyreneOrganic chemistryNucleophileNucleophilic substitutionCombinatorial chemistryMedicinal chemistryCopolymerMetallurgyMaterials sciencePolymerCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsSynthetic Organic Chemistry Methods