Methyl 2-[(2-bromoanilino)-naphthalen-2-ylmethyl]prop-2-enoate | 1018071-49-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Methyl 2-[(2-bromoanilino)-naphthalen-2-ylmethyl]prop-2-enoate
• 英文别名: methyl 2-[(2-bromoanilino)-naphthalen-2-ylmethyl]prop-2-enoate
• CAS: 1018071-49-2
• 化学式: C₂₁H₁₈BrNO₂
• 分子量: 396.283
• InChiKey: SDELQLJMAPZGDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 2-[(2-bromoanilino)-naphthalen-2-ylmethyl]prop-2-enoate 在 palladium diacetate potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以53%的产率得到Methyl 2-naphthalen-2-ylquinoline-3-carboxylate
  参考文献：
  名称：

  Pd-mediated synthesis of 2-arylquinolines and tetrahydropyridines from modified Baylis–Hillman adducts

  摘要：

  We synthesized 2-arylquinolines and tetrahydropyridines via palladium-mediated Heck type reactions starting from the Baylis-Hillman adducts. 2-Arylquinolines were prepared via the Heck type cyclization followed by concomitant aerobic oxidation. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.133
• 作为产物：
  描述：

  methyl 2-(acetoxy(naphthalen-2-yl)methyl)acrylate 、 2-溴苯胺 在 三乙烯二胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 336.25h， 以59%的产率得到Methyl 2-[(2-bromoanilino)-naphthalen-2-ylmethyl]prop-2-enoate
  参考文献：
  名称：

  Pd-mediated synthesis of 2-arylquinolines and tetrahydropyridines from modified Baylis–Hillman adducts

  摘要：

  We synthesized 2-arylquinolines and tetrahydropyridines via palladium-mediated Heck type reactions starting from the Baylis-Hillman adducts. 2-Arylquinolines were prepared via the Heck type cyclization followed by concomitant aerobic oxidation. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.133

文献信息

• Pd-mediated synthesis of 2-arylquinolines and tetrahydropyridines from modified Baylis–Hillman adducts
  作者：Saravanan Gowrisankar、Hyun Seung Lee、Jeong Mi Kim、Jae Nyoung Kim

  DOI：10.1016/j.tetlet.2007.12.133

  日期：2008.3

  We synthesized 2-arylquinolines and tetrahydropyridines via palladium-mediated Heck type reactions starting from the Baylis-Hillman adducts. 2-Arylquinolines were prepared via the Heck type cyclization followed by concomitant aerobic oxidation. (c) 2008 Elsevier Ltd. All rights reserved.