methyl 3-(2-(bromomethyl)-1-(phenylsulfonyl)-1H-indol-3-yl)acrylate | 861888-18-8

• 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: methyl 3-(2-(bromomethyl)-1-(phenylsulfonyl)-1H-indol-3-yl)acrylate
• CAS: 861888-18-8
• 化学式: C₁₉H₁₆BrNO₄S
• 分子量: 434.31
• InChiKey: FFSDVHRAQPYSBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  65.37
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl 3-(2-(bromomethyl)-1-(phenylsulfonyl)-1H-indol-3-yl)acrylate 、 亚磷酸三乙酯 在 zinc dibromide 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以83%的产率得到diethyl-1-phenylsulfonyl-(3-((E)-2-(methoxycarbonyl)vinyl)-indol-2-yl)methylphosphonate
  参考文献：
  名称：

  Lewis Acid-Mediated Michaelis−Arbuzov Reaction at Room Temperature: A Facile Preparation of Arylmethyl/Heteroarylmethyl Phosphonates

  摘要：

  A facile preparation of arylmethyl and heteroarylmethyl phosphonate esters was achieved involving a Lewis acid mediated Michaelis-Arbuzov reaction at room temperature. Interaction of arylmethyl halides/alcohols with triethyl phosphite in the presence of Lewis acid at room temperature afforded phosphonate esters in good yields.

  DOI：

  10.1021/ol1029436

文献信息

• Synthesis of 2-(3′Bromo-3′-phenylallyl)indoles via ZnBr₂-Mediated Addition of Bromomethylindoles/Indolylmethylacetates with Phenylacetylene
  作者：Radhakrishnan Sureshbabu、Arasambattu K. Mohanakrishnan

  DOI：10.1080/00397911.2010.526282

  日期：2012.2.15

  An efficient synthesis of 2-(3'-bromo-3'-phenylallyl)indoles has been developed via direct carbon-carbon bond formation between bromomethylindoles/indolylmethylacetates and phenylacetylene.
• Ramesh, Neelamegam; Dhayalan, Vasudevan; Sureshbabu, Radhakrishnan, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 6, p. 858 - 864
  作者：Ramesh, Neelamegam、Dhayalan, Vasudevan、Sureshbabu, Radhakrishnan、Mohanakrishnan, Arasambattu K.

  DOI：——

  日期：——