Regioselective Synthesis of 1,4‐Dienes via Palladium‐Catalyzed Oxidative Allylation of <i>N</i>‐Tosylhydrazones
作者:Yangbin Jin、Chunsheng Li、Wanqing Wu、Huanfeng Jiang
DOI:10.1002/adsc.202300319
日期:2023.7.18
A 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
展示了钯催化 N-甲苯磺酰腙的烯丙基 C-H 氧化烯丙基化合成跳过的 1,4-二烯。这种直接烯丙基烷基化反应具有优异的位点选择性,可耐受多种官能团,并以中等至良好的产率提供 1,4-二烯。此外,该烯化方法允许区域选择性和立体选择性合成含有三取代烯烃的1,4-二烯。初步机理研究表明,该反应经历了烯丙基 C( sp 3 )−H 激活和随后的卡宾迁移插入。