2,9-dihydro-9,9-dimethyl-3H-imidazo[1,2-a]indol-3-one | 910562-93-5

• 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: 2,9-dihydro-9,9-dimethyl-3H-imidazo[1,2-a]indol-3-one
• 英文别名: 4,4-dimethyl-2H-imidazo[1,2-a]indol-1-one
• CAS: 910562-93-5
• 化学式: C₁₂H₁₂N₂O
• 分子量: 200.24
• InChiKey: QQMANZXUOWGVTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,9-dihydro-9,9-dimethyl-3H-imidazo[1,2-a]indol-3-one 在 盐酸 、 溴甲酚绿 、 sodium cyanoborohydride 作用下， 以 甲醇 、 水 为溶剂， 以100%的产率得到1,2,9,9a-tetrahydro-9,9-dimethyl-3H-imidazo[1,2-a]indol-3-one
  参考文献：
  名称：

  Spiroquinazoline support studies: methods for the preparation of imidazoloindolines from oxindoles

  摘要：

  Two methods for the annulation of glycine to the I and 2 positions of oxindoles are described. The first method involves introduction of an alpha-azidoacetyl group on the oxindole nitrogen followed by an intramolecular Staudinger reaction to complete the annulation. The second method involves acylation of the oxindole nitrogen with an N-Cbz-glycine derivative followed by reduction of the oxindole carbonyl group and subsequent cyclization to provide an imidazoloindoline. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.103
• 作为产物：
  描述：

  1,2-二氢-3,3-二甲基-2-氧代-3H-吲哚 在 正丁基锂 、 sodium azide 、 三苯基膦 作用下， 以 四氢呋喃 、 正己烷 、 二甲基亚砜 、 苯 为溶剂， 反应 2.33h， 生成 2,9-dihydro-9,9-dimethyl-3H-imidazo[1,2-a]indol-3-one
  参考文献：
  名称：

  Spiroquinazoline support studies: methods for the preparation of imidazoloindolines from oxindoles

  摘要：

  Two methods for the annulation of glycine to the I and 2 positions of oxindoles are described. The first method involves introduction of an alpha-azidoacetyl group on the oxindole nitrogen followed by an intramolecular Staudinger reaction to complete the annulation. The second method involves acylation of the oxindole nitrogen with an N-Cbz-glycine derivative followed by reduction of the oxindole carbonyl group and subsequent cyclization to provide an imidazoloindoline. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.103

文献信息

• Spiroquinazoline support studies: methods for the preparation of imidazoloindolines from oxindoles
  作者：Yomadis A. Ortiz Barbosa、David J. Hart、Nabi A. Magomedov

  DOI：10.1016/j.tet.2006.06.103

  日期：2006.9

  Two methods for the annulation of glycine to the I and 2 positions of oxindoles are described. The first method involves introduction of an alpha-azidoacetyl group on the oxindole nitrogen followed by an intramolecular Staudinger reaction to complete the annulation. The second method involves acylation of the oxindole nitrogen with an N-Cbz-glycine derivative followed by reduction of the oxindole carbonyl group and subsequent cyclization to provide an imidazoloindoline. (c) 2006 Elsevier Ltd. All rights reserved.