Versatile Pd‐Catalyzed CH Oxidative Cyclization of Homoallylhydrazones to Pyrazolines and Tetrahydropyridazines
作者: Cleve Dionel MboyiDr. Ibrahim AbdellahCarine DuhayonDr. Yves CanacProf. Remi Chauvin
作者单位: 1CNRS (Le Centre National de la Recherche Scientifique), LCC (Laboratoire de Chimie de Coordination), 205, Route d Narbonne, 31077 Toulouse (France), Fax: (+33) 5‐61‐55‐30‐03
2 Université de Toulouse, UPS, INP, LCC (Laboratoire de Chimie de Coordination), 205, route de Narbonne, 31077 Toulouse (France)
3 CNRS (Le Centre National de la Recherche Scientifique), LCC (Laboratoire de Chimie de Coordination), 205, Route d Narbonne, 31077 Toulouse (France), Fax: (+33) 5‐61‐55‐30‐03
刊名: ChemCatChem, 2013, Vol.5 (10), pp.3014-3021
来源数据库: Wiley Journal
DOI: 10.1002/cctc.201300220
关键词: allylic compoundsCH activationcyclizationpalladiumphosphane ligands
原始语种摘要: Abstract(#br)Pd‐catalyzed 5‐ exo ‐ trig or 6‐ endo ‐ trig CH oxidative cyclization of C ‐homoallyl‐ N ‐sulfonylhydrazones to 5‐vinylpyrazolines or 6‐methylidene‐1,4,5,6‐tetrahydropyridazines, respectively, is shown to be controlled in a highly selective manner by the ionic character of the PdII catalytic center. This character is ultimately defined by the nature of the X ligand in the PdX2 salt serving as an in situ precursor of the active catalytic species involving BIPHIMIP {2‐(diphenylphosphino)‐1‐[2‐(diphenylphosphino)phenyl]‐1 H ‐imidazole} as an optimal spectator diphosphine ligand for both processes. Whereas acetates (X=OAc) favor the 6‐ endo process, noncoordinating anions such as tosylates and triflates (X=OTs, OTf) favor the 5‐ exo process.
全文获取路径: Wiley  (合作)
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关键词翻译
关键词翻译
  • cyclization 环化
  • imidazole 咪唑
  • palladium 
  • catalytic 催化的
  • favor 庇护
  • diphosphine 二膦
  • allylic 烯丙基的
  • phenyl 苯基
  • ultimately 最终
  • exo