methyl {2-[2-(methoxymethyl)-1-pyrrolidinyl]-4-methylene-1,2,3,4-tetrahydro-1-isoquinolinyl}acetate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: methyl {2-[2-(methoxymethyl)-1-pyrrolidinyl]-4-methylene-1,2,3,4-tetrahydro-1-isoquinolinyl}acetate
• 英文别名: methyl 2-[2-[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]-4-methylidene-1,3-dihydroisoquinolin-1-yl]acetate
• 化学式: C₁₉H₂₆N₂O₃
• 分子量: 330.427
• InChiKey: BCAGTRIGXYPDOR-BUSXIPJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丙二烯 、 methyl 2-iodocinnamate 、 (S)-1-amino-2-(methoxymethyl)pyrrolidine 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 甲苯 为溶剂， 80.0 ℃ 、100.0 kPa 条件下， 反应 36.0h， 以77%的产率得到methyl {2-[2-(methoxymethyl)-1-pyrrolidinyl]-4-methylene-1,2,3,4-tetrahydro-1-isoquinolinyl}acetate
  参考文献：
  名称：

  Synthesis of carbo- and heterocycles via a palladium-catalysed allene insertion–nucleophile incorporation–Michael addition cascade

  摘要：

  A novel palladium catalysed three-component cascade process is described involving allenylation of an aryl iodide to generate a (pi-allyl)palladium species which is intercepted by a carbon or nitrogen nucleophile followed by intramolecular Michael addition to afford carbo- and heterocycles in good yield. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.08.034

文献信息

• Synthesis of carbo- and heterocycles via palladium catalysed cascade allene insertion–nucleophile incorporation–Michael addition processes
  作者：Ronald Grigg、Martyn Inman、Colin Kilner、Ines Köppen、John Marchbank、Peter Selby、Visuvanathar Sridharan

  DOI：10.1016/j.tet.2007.03.044

  日期：2007.7

  Novel palladium catalysed two- and three-component thermal (conventional heating and microwave) cascade processes are described involving allenylation of an aryl iodide to generate a (π-allyl)palladium species, which are intercepted (inter- or intramolecularly) by a carbon or nitrogen nucleophile followed by intramolecular Michael addition to afford carbo- and heterocycles in good yields.

  描述了新颖的钯催化的二元和三元热（常规加热和微波）级联过程，涉及芳基碘化物的烯丙基化以生成（π-烯丙基）钯物质，其被碳或碳原子截获（分子间或分子内）。氮亲核试剂，然后分子内迈克尔加成，以高收率提供碳环和杂环。
• Synthesis of carbo- and heterocycles via a palladium-catalysed allene insertion–nucleophile incorporation–Michael addition cascade
  作者：Xinjie Gai、Ronald Grigg、Ines Köppen、John Marchbank、Visuvanathar Sridharan

  DOI：10.1016/j.tetlet.2003.08.034

  日期：2003.9

  A novel palladium catalysed three-component cascade process is described involving allenylation of an aryl iodide to generate a (pi-allyl)palladium species which is intercepted by a carbon or nitrogen nucleophile followed by intramolecular Michael addition to afford carbo- and heterocycles in good yield. (C) 2003 Elsevier Ltd. All rights reserved.