Fluorous scavenger for parallel preparation of tertiary sulfonamides leading to secondary amines
作者: Emmanuel BasléMickaël JeanNicolas GouaultJacques RenaultPhilippe Uriac
作者单位: 1UPRES EA 4090, Substances Lichéniques et Photoprotection, Université de Rennes I, Faculté des Sciences Biologiques et Médicales, 2, Av. du Pr. Léon Bernard, 35043 Rennes, France
刊名: Tetrahedron Letters, 2007, Vol.48 (46), pp.8138-8140
来源数据库: Elsevier Journal
DOI: 10.1016/j.tetlet.2007.09.110
关键词: FSPESecondary amines preparationParallel synthesisFukuyama method 2-Nitrobenzenesulfonamide
原始语种摘要: Abstract(#br)Alkylation of secondary sulfonamides by alkyl halides or alcohols (Mitsunobu reaction) is an efficient method for secondary amines preparation. However, its application to parallel chemistry is often difficult due to partial reaction. In this Letter, we propose a fluorous technique to bypass this problem. Thus, o -nitrobenzenesulfonamides were prepared and alkylated in parallel (Fukuyama method) with various alkyl halides or alcohols. Depending on the nature of the alkyl halide or alcohol, this step remained incomplete. A reactive fluorous alkyl iodide was then used to trap the unreacted sulfonamide allowing for a rapid and efficient fluorous solid-phase extraction (FSPE). Some examples of the isolated tertiary sulfonamides were converted in parallel to the corresponding...
全文获取路径: Elsevier  (合作)
影响因子:2.397 (2012)

  • sulfonamides 磺胺类药物
  • amines 
  • preparation 预备
  • secondary 二次的
  • scavenger 食腐动物
  • tertiary 第三系
  • synthesis 合成
  • leading 包铅
  • keyword 关键词
  • parallel 平行的