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

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.