(2,4-Dimethoxyphenyl)(1H-indol-1-yl)methanone | 201486-54-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (2,4-Dimethoxyphenyl)(1H-indol-1-yl)methanone
• 英文别名: (2,4-dimethoxyphenyl)-indol-1-ylmethanone
• CAS: 201486-54-6
• 化学式: C₁₇H₁₅NO₃
• 分子量: 281.311
• InChiKey: MEELFTLPMSEXIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  40.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2,4-Dimethoxyphenyl)(1H-indol-1-yl)methanone 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 72.0h， 以87%的产率得到2,4-二甲氧基苯甲酸
  参考文献：
  名称：

  2-(2-Aminophenyl)-acetaldehyde Dimethyl Acetal: A Novel Reagent for the Protection of Carboxylic Acids.

  摘要：

  The synthesis and use of 2-(2-aminophenyl)-acetaldehyde dimethyl acetal 1 are described. The amides 2, derived from this amine and carboxylic acids, are stable under basic conditions and thus can be regarded as the protected carboxylic acids. The corresponding carboxylic acids are regenerated by conversion of 2 into indolylamides 3 by treatment with CSA and subsequent hydrolysis with LiOOH or NaOH. In addition, 3 can be easily converted to esters, amides, and aldehydes. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10491-9
• 作为产物：
  描述：

  2-(2,2-二甲氧基乙基)苯甲酰胺 在 吡啶 、 4-甲基苯磺酸吡啶 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 (2,4-Dimethoxyphenyl)(1H-indol-1-yl)methanone
  参考文献：
  名称：

  2-(2-Aminophenyl)-acetaldehyde Dimethyl Acetal: A Novel Reagent for the Protection of Carboxylic Acids.

  摘要：

  The synthesis and use of 2-(2-aminophenyl)-acetaldehyde dimethyl acetal 1 are described. The amides 2, derived from this amine and carboxylic acids, are stable under basic conditions and thus can be regarded as the protected carboxylic acids. The corresponding carboxylic acids are regenerated by conversion of 2 into indolylamides 3 by treatment with CSA and subsequent hydrolysis with LiOOH or NaOH. In addition, 3 can be easily converted to esters, amides, and aldehydes. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10491-9

文献信息

• Manganese(III) Acetate Mediated Oxidative Free Radical Reactions between Indole Derivatives and 1,3-Dicarbonyl Compounds
  作者：Che-Ping Chuang、An-I Tsai、Chia-Hui Lin

  DOI：10.3987/com-05-10487

  日期：——

  Manganese(III) mediated oxidative free radical reactions between indole derivatives and 1,3-dicarbonyl compounds are described. In the presence of dimethyl malonate, the oxidative free radical reaction of 3-unsubstituted indoles resulted in the formation of 2-(3-oxo-2-indolylidene)malonates and these malonates can be prepared in much better yields from corresponding 3-indolecarboxylic acids. On the

  介绍了锰 (III) 介导的吲哚衍生物和 1,3-二羰基化合物之间的氧化自由基反应。在丙二酸二甲酯存在下，3-未取代的吲哚的氧化自由基反应导致形成 2-(3-oxo-2-indolylidene)丙二酸，这些丙二酸可以从相应的 3-吲哚羧酸以更高的产率制备. 相反，3-未取代的吲哚与2,4-戊二酮或乙酰乙酸乙酯之间的氧化自由基反应生成呋喃[3,2-b]吲哚。
• 2-(2-Aminophenyl)-acetaldehyde Dimethyl Acetal: A Novel Reagent for the Protection of Carboxylic Acids.
  作者：Eri Arai、Hidetoshi Tokuyama、Martin S Linsell、Tohru Fukuyama

  DOI：10.1016/s0040-4039(97)10491-9

  日期：1998.1

  The synthesis and use of 2-(2-aminophenyl)-acetaldehyde dimethyl acetal 1 are described. The amides 2, derived from this amine and carboxylic acids, are stable under basic conditions and thus can be regarded as the protected carboxylic acids. The corresponding carboxylic acids are regenerated by conversion of 2 into indolylamides 3 by treatment with CSA and subsequent hydrolysis with LiOOH or NaOH. In addition, 3 can be easily converted to esters, amides, and aldehydes. (C) 1997 Elsevier Science Ltd. All rights reserved.