Norbornadiene Serves as a Tolyl Group Precursor for Constructing Biphenyl Derivatives by Palladium Catalysis

Key Points

• This research aims to demonstrate the efficacy of norbornadiene as an aromatic synthon in biphenyl derivative synthesis.
• Utilized a Pd(0)-catalyzed Catellani-type reaction.
• Combined aryl iodides, O-acylhydroxylamine, and norbornadiene.
• Explored β2-carbon elimination of norbornyl Pd(II) intermediate.
• Successfully produced aminobiphenyl derivatives.
• Identified the transformation as the first use of NBD as an aromatic synthon.
• Differentiated between β2 and classic β1-carbon elimination mechanisms.