4-methyl-N-(2-methylhept-6-en-3-yl)benzenesulfonamide | 1123684-71-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methyl-N-(2-methylhept-6-en-3-yl)benzenesulfonamide
• 英文别名: N-tosyl-1-isopropyl-4-pentenylamine；2-methyl-N-tosylhept-6-en-3-amine
• CAS: 1123684-71-8
• 化学式: C₁₅H₂₃NO₂S
• 分子量: 281.419
• InChiKey: WXIYOQXHWGUPSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methyl-N-(2-methylhept-6-en-3-yl)benzenesulfonamide 在 Hoveyda-Grubbs catalyst second generation 、 iron(III) chloride hexahydrate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 59.5h， 生成 (E)-2-(buta-1,3-dien-1-yl)-5-isopropyl-1-tosylpyrrolidine
  参考文献：
  名称：

  Iron-Catalyzed Synthesis of α-Dienyl Five- and Six-Membered N-Heterocycles

  摘要：

  The iron‐catalyzed synthesis of α‐dienyl N‐heterocycles is reported. The method is cost‐effective, atom‐economic, and led to a range of substituted α‐dienyl heterocycles in moderate to good yields and diastereoselectivities. The α‐dienyl piperidines are key synthetic intermediates as demonstrated by the preparation of a panel of α‐polyenyl N‐heterocycles.

  DOI：

  10.1002/ejoc.201700977
• 作为产物：
  描述：

  2-甲基庚-6-烯-3-醇 在 sodium tetrahydroborate 、 甲酸铵 、 sodium carbonate 、 pyridinium chlorochromate 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 2.5h， 生成 4-methyl-N-(2-methylhept-6-en-3-yl)benzenesulfonamide
  参考文献：
  名称：

  Iron-Catalyzed Synthesis of α-Dienyl Five- and Six-Membered N-Heterocycles

  摘要：

  The iron‐catalyzed synthesis of α‐dienyl N‐heterocycles is reported. The method is cost‐effective, atom‐economic, and led to a range of substituted α‐dienyl heterocycles in moderate to good yields and diastereoselectivities. The α‐dienyl piperidines are key synthetic intermediates as demonstrated by the preparation of a panel of α‐polyenyl N‐heterocycles.

  DOI：

  10.1002/ejoc.201700977

文献信息

• Development of Oxidative Formylation and Ketonylation Reactions
  作者：Tristan Lambert、Lisa Ambrosini、Tim Cernak

  DOI：10.1055/s-0029-1218663

  日期：2010.3

  The first oxidative formylation and oxidative ketonylation of alkenylamines and alkenyl alcohols is demonstrated. A range of substrates that participate in this process are provided. Oxidative formylation was found to proceed optimally with the use of triphenylsilane as the hydride source. Oxidative ketonylation was feasible with a number of organometallic partners, especially dialkylzinc or organostannanes. An interesting finding regarding the fate of various acylpalladium intermediates is discussed.
• Cernak, Tim A.; Lambert, Tristan H., Journal of the American Chemical Society, 2009, vol. 131, p. 3124 - 3125
  作者：Cernak, Tim A.、Lambert, Tristan H.

  DOI：——

  日期：——
• Iron-Catalyzed Synthesis of α-Dienyl Five- and Six-Membered N-Heterocycles
  作者：Laurine Gonnard、Amandine Guérinot、Janine Cossy

  DOI：10.1002/ejoc.201700977

  日期：2017.11.9

  The iron‐catalyzed synthesis of α‐dienyl N‐heterocycles is reported. The method is cost‐effective, atom‐economic, and led to a range of substituted α‐dienyl heterocycles in moderate to good yields and diastereoselectivities. The α‐dienyl piperidines are key synthetic intermediates as demonstrated by the preparation of a panel of α‐polyenyl N‐heterocycles.