ethyl 3-hydroxy-2-(1,2,3,4-tetrahydroquinoline-1-carbonyl)but-2-enoate | 1537188-10-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 3-hydroxy-2-(1,2,3,4-tetrahydroquinoline-1-carbonyl)but-2-enoate
• CAS: 1537188-10-5
• 化学式: C₁₆H₁₉NO₄
• 分子量: 289.331
• InChiKey: CZHHFZHSVLPCTB-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  ethyl 3-hydroxy-2-(1,2,3,4-tetrahydroquinoline-1-carbonyl)but-2-enoate 在 碘苯二乙酸 、 碳酸氢钠 作用下， 以 2,2,2-三氟乙醇 、 水 为溶剂， 反应 0.67h， 生成 ethyl 2-oxo-2,4,5,6-tetrahydro-1H-pyrrolo[3,2,1-ij]quinoline-1-carboxylate 、
  参考文献：
  名称：

  Metal-Free Synthesis of 2-Oxindoles via PhI(OAc)₂-Mediated Oxidative C–C Bond Formation

  摘要：

  The series of 3-monofunctionalized 2-oxindoles 2 were conveniently synthesized from reactions between anilide 1 and phenyliodine(III) diacetate (PIDA) through hypervalent iodine mediated C(sp(2))-C(sp(2)) bond formation followed by a subsequent deacylation reaction. This metal-free method, shown to provide direct access to an important oxindole intermediate, could be applied to the total synthesis of naturally occurring horsfiline.

  DOI：

  10.1021/jo4025539
• 作为产物：
  描述：

  ethyl 3-(3,4-dihydroquinolin-1(2H)-yl)-3-oxopropanoate 、 乙酰氯 在 sodium hydride 作用下， 以 四氢呋喃 、 乙腈 、 mineral oil 为溶剂， 反应 4.25h， 生成 ethyl 3-hydroxy-2-(1,2,3,4-tetrahydroquinoline-1-carbonyl)but-2-enoate 、
  参考文献：
  名称：

  Metal-Free Synthesis of 2-Oxindoles via PhI(OAc)₂-Mediated Oxidative C–C Bond Formation

  摘要：

  The series of 3-monofunctionalized 2-oxindoles 2 were conveniently synthesized from reactions between anilide 1 and phenyliodine(III) diacetate (PIDA) through hypervalent iodine mediated C(sp(2))-C(sp(2)) bond formation followed by a subsequent deacylation reaction. This metal-free method, shown to provide direct access to an important oxindole intermediate, could be applied to the total synthesis of naturally occurring horsfiline.

  DOI：

  10.1021/jo4025539