N-(1,3-dioxoisoindolin-2-yl)-2-vinylbenzamide | 1031697-74-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-(1,3-dioxoisoindolin-2-yl)-2-vinylbenzamide
• 英文别名: 2-vinyl-N-phthalimidobenzamide
• CAS: 1031697-74-1
• 化学式: C₁₇H₁₂N₂O₃
• 分子量: 292.294
• InChiKey: ZWYATOGAAZFCMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.48
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(1,3-dioxoisoindolin-2-yl)-2-vinylbenzamide 、 碘苯二乙酸 在 三氟化硼乙醚 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以71%的产率得到
  参考文献：
  名称：

  A Series of Two Oxidation Reactions of ortho-Alkenylbenzamide with Hypervalent Iodine(III): A Concise Entry into (3R,4R)-4-Hydroxymellein and (3R,4R)-4-Hydroxy-6-methoxymellein

  摘要：

  A sequence of oxidation reactions of alkenamides with hypervalent iodine is described. Oxidation of ortho-alkenylbenzamide substrates selectively gave isochroman-1-imine products. The products underwent further oxidation in the presence of a Pd salt catalyst leading to regioselective C-H acetoxylation at the 8-position. A series of oxidations was applied to the crucial steps of asymmetric synthesis of 4-hydroxymellein derivatives.

  DOI：

  10.1021/ol502225p
• 作为产物：
  描述：

  2-乙烯基苯甲酸 、 氨基邻苯二甲胺 在 吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以30%的产率得到N-(1,3-dioxoisoindolin-2-yl)-2-vinylbenzamide
  参考文献：
  名称：

  A Series of Two Oxidation Reactions of ortho-Alkenylbenzamide with Hypervalent Iodine(III): A Concise Entry into (3R,4R)-4-Hydroxymellein and (3R,4R)-4-Hydroxy-6-methoxymellein

  摘要：

  A sequence of oxidation reactions of alkenamides with hypervalent iodine is described. Oxidation of ortho-alkenylbenzamide substrates selectively gave isochroman-1-imine products. The products underwent further oxidation in the presence of a Pd salt catalyst leading to regioselective C-H acetoxylation at the 8-position. A series of oxidations was applied to the crucial steps of asymmetric synthesis of 4-hydroxymellein derivatives.

  DOI：

  10.1021/ol502225p

文献信息

• Synthesis of Nitrogen Heterocycles by Intramolecular Cyclization of Alkenyl N-Acylaminophthalimides Using Phenyliodine(III) Bis(trifluoroacetate) (PIFA)
  作者：Yasuo Kikugawa、Masato Tsukamoto、Kousuke Murata、Takeshi Sakamoto、Setsuo Saito

  DOI：10.3987/com-07-11295

  日期：——