2-(N-(but-3-enyl)-N-tosylamino)acetyl chloride | 1073531-87-9

• 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: 2-(N-(but-3-enyl)-N-tosylamino)acetyl chloride
• 英文别名: 2-[But-3-enyl-(4-methylphenyl)sulfonylamino]acetyl chloride；2-[but-3-enyl-(4-methylphenyl)sulfonylamino]acetyl chloride
• CAS: 1073531-87-9
• 化学式: C₁₃H₁₆ClNO₃S
• 分子量: 301.794
• InChiKey: IUBMUYVSXWTYHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(N-(but-3-enyl)-N-tosylamino)acetyl chloride 、 hexacarbonyl[μ-η4-{2-butynal-diethylacetal}]dicobalt 、 苯胺 在 三氟甲磺酸三甲基硅酯 、 N,N-二异丙基乙胺 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 反应 22.0h， 以30%的产率得到3-(4-methylbenzenesulfonyl)-8-methyl-1-phenyl-1,2a,3,4,5,5a,6,8b-octahydro-1H-1,3-diazacyclobut[e]azulene-2,7-dione
  参考文献：
  名称：

  Dicobalt Hexacarbonyl Complexes of Alkynyl Imines in a Sequential Staudinger/Pauson−Khand Process. A Route to New Fused Tricyclic β-Lactams

  摘要：

  Dicobalt hexacarbonyl complexes of alkynyl imines were allowed to react with ketenes via Staudinger reaction. Sequential [2 + 2] cycloaddition/Pauson-Khand reaction led to structurally new fused-tricyclic beta-lactams and fused-azabicyclic cyclopentenones. Chemoselectivity, scope, and limitation of the process were investidated.

  DOI：

  10.1021/jo801668b
• 作为产物：
  描述：

  2-N-[(but-3-en-1-yl)-4-methylphenylsulfonamido]acetic acid 在 氯化亚砜 作用下， 反应 18.0h， 以98%的产率得到2-(N-(but-3-enyl)-N-tosylamino)acetyl chloride
  参考文献：
  名称：

  Dicobalt Hexacarbonyl Complexes of Alkynyl Imines in a Sequential Staudinger/Pauson−Khand Process. A Route to New Fused Tricyclic β-Lactams

  摘要：

  Dicobalt hexacarbonyl complexes of alkynyl imines were allowed to react with ketenes via Staudinger reaction. Sequential [2 + 2] cycloaddition/Pauson-Khand reaction led to structurally new fused-tricyclic beta-lactams and fused-azabicyclic cyclopentenones. Chemoselectivity, scope, and limitation of the process were investidated.

  DOI：

  10.1021/jo801668b

文献信息

• Dicobalt Hexacarbonyl Complexes of Alkynyl Imines in a Sequential Staudinger/Pauson−Khand Process. A Route to New Fused Tricyclic β-Lactams
  作者：Clarisse Olier、Nadia Azzi、Gérard Gil、Stéphane Gastaldi、Michèle P. Bertrand

  DOI：10.1021/jo801668b

  日期：2008.11.7

  Dicobalt hexacarbonyl complexes of alkynyl imines were allowed to react with ketenes via Staudinger reaction. Sequential [2 + 2] cycloaddition/Pauson-Khand reaction led to structurally new fused-tricyclic beta-lactams and fused-azabicyclic cyclopentenones. Chemoselectivity, scope, and limitation of the process were investidated.