Affiliation:
1. Key Laboratory of Functional Molecular Engineering of Guang Dong Province School of Chemistry and Chemical Engineering South China University of Technology 510641 Guangzhou People's Republic of China
Abstract
AbstractA palladium‐catalyzed allylic C−H oxidative allylation of N‐tosylhydrazones to synthesize skipped 1,4‐dienes is demonstrated. This direct allylic alkylation reaction has excellent site selectivity, tolerates a wide range of functional groups, and affords 1,4‐dienes in moderate to good yield. Moreover, this olefination method allows the regio‐ and stereoselective synthesis of 1,4‐dienes containing a trisubstituted alkene. Preliminary mechanistic studies reveal that the reaction undergoes allylic C(sp3)−H activation and a subsequent carbene migratory insertion.
Funder
State Key Laboratory of Pulp and Paper Engineering
National Natural Science Foundation of China