Construction of <scp>Alkenyl‐Functionalized</scp> Spirocarbocyclic Scaffolds from <scp>Alkyne‐Containing Phenol‐Based</scp> Biaryls <i>via</i> Sequential <scp>Iodine‐Induced</scp> Cyclization/Dearomatization and <scp>Pd‐Catalyzed</scp> Coupling of <scp><i>N</i>‐Tosylhydrazones</scp>

Abstract

Summary of main observation and conclusion An efficient strategy for the formation of alkenyl‐functionalized spirocarbocyclic scaffolds from alkyne‐containing phenol‐based biaryls via sequential iodine‐induced cyclization/dearomatization and Pd‐catalyzed coupling of N ‐tosylhydrazones is developed. The approach provides various spirocarbocyclic compounds in moderate to excellent yields with good functional tolerance. The results also demonstrate the feasibility for the direct cross‐couplings of N ‐tosylhydrazones with sterically congested tetrasubstituted alkenyl halides.