methyl (2S)-1-pyridin-2-ylsulfonyl-2,3-dihydroindole-2-carboxylate | 1440515-36-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (2S)-1-pyridin-2-ylsulfonyl-2,3-dihydroindole-2-carboxylate
• CAS: 1440515-36-5
• 化学式: C₁₅H₁₄N₂O₄S
• 分子量: 318.353
• InChiKey: JALBUMXWKFUCFX-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  85
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (2S)-1-pyridin-2-ylsulfonyl-2,3-dihydroindole-2-carboxylate 在 甲醇 、 magnesium 作用下， 反应 3.0h， 以86%的产率得到(S)-(+)-吲哚啉-2-羧酸甲酯
  参考文献：
  名称：

  Synthesis of Indolines via Pd(II)-Catalyzed Amination of C–H Bonds Using PhI(OAc)₂ as the Bystanding Oxidant

  摘要：

  The Pd(II)-catalyzed intramolecular C-H amination of 2-pyridinesulfonyl-protected phenethylamine derivatives has been achieved using Phl(OAc)(2) as a bystanding oxidant, providing access to a variety of substituted indoline derivatives in good yields. The use of the 2-pyridlnesulfonyl protecting group allows for facile deprotection following C-H functionalization.

  DOI：

  10.1021/ol401246u
• 作为产物：
  描述：

  methyl (pyridin-2-ylsulfonyl)-L-phenylalaninate 在 碘苯二乙酸 、 palladium diacetate 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以80%的产率得到methyl (2S)-1-pyridin-2-ylsulfonyl-2,3-dihydroindole-2-carboxylate
  参考文献：
  名称：

  Synthesis of Indolines via Pd(II)-Catalyzed Amination of C–H Bonds Using PhI(OAc)₂ as the Bystanding Oxidant

  摘要：

  The Pd(II)-catalyzed intramolecular C-H amination of 2-pyridinesulfonyl-protected phenethylamine derivatives has been achieved using Phl(OAc)(2) as a bystanding oxidant, providing access to a variety of substituted indoline derivatives in good yields. The use of the 2-pyridlnesulfonyl protecting group allows for facile deprotection following C-H functionalization.

  DOI：

  10.1021/ol401246u

文献信息

• Synthesis of Indolines via Pd(II)-Catalyzed Amination of C–H Bonds Using PhI(OAc)₂ as the Bystanding Oxidant
  作者：Tian-Sheng Mei、Dasheng Leow、Han Xiao、Brian N. Laforteza、Jin-Quan Yu

  DOI：10.1021/ol401246u

  日期：2013.6.21

  The Pd(II)-catalyzed intramolecular C-H amination of 2-pyridinesulfonyl-protected phenethylamine derivatives has been achieved using Phl(OAc)(2) as a bystanding oxidant, providing access to a variety of substituted indoline derivatives in good yields. The use of the 2-pyridlnesulfonyl protecting group allows for facile deprotection following C-H functionalization.