4-chloro-3-phenacylidene-1H-indol-2-one | 1421605-77-7

• 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: 4-chloro-3-phenacylidene-1H-indol-2-one
• CAS: 1421605-77-7
• 化学式: C₁₆H₁₀ClNO₂
• 分子量: 283.714
• InChiKey: OESOKCNFLBVONS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲醇 、 4-甲苯磺酰乙腈 、 4-chloro-3-phenacylidene-1H-indol-2-one 在 potassium tert-butylate 作用下， 反应 5.0h， 以59%的产率得到methyl (2-(4-benzoyl-1H-pyrrol-3-yl)-3-chlorophenyl)carbamate
  参考文献：
  名称：

  3-Phenacylideneoxindoles with tosylmethyl isocyanide and MeOH through C–C bond cleavage: facile synthesis of pyrrole and 2H-pyrrolo[3,4-c]quinoline derivatives

  摘要：

  A novel reaction of 3-phenacylideneoxindoles (1) with tosylmethyl isocyanide (2a) and MeOH through C-C bond cleavage has been developed. The reaction proceeded under mild conditions, providing a powerful synthetic tool for the construction of pyrrole derivatives (3) from easily accessible starting materials and synthesis of 2H-pyrrolo[3,4-c]quinolines (4) by further dehydration of 3. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.11.088

文献信息

• [EN] 3-ACYLIDENE-2-OXOINDOLE DERIVATIVES FOR INHIBITION OF TRANSGLUTAMINASE 2<br/>[FR] DÉRIVÉS 3-ACYLIDÈNE-2-OXOINDOLE DESTINÉS À INHIBER LA TRANSGLUTAMINASE 2
  申请人：NUMERATE INC

  公开号：WO2012078519A2

  公开（公告）日：2012-06-14

  Provided herein are acylidene oxoindole derivatives, compositions including them, and methods of inhibiting transglutaminase 2 and treating diseases mediated by transglutaminase 2 by administering such derivatives and compositions.
• 3-Phenacylideneoxindoles with tosylmethyl isocyanide and MeOH through C–C bond cleavage: facile synthesis of pyrrole and 2H-pyrrolo[3,4-c]quinoline derivatives
  作者：Rong Wang、Xiao-Ping Xu、Hua Meng、Shun-Yi Wang、Shun-Jun Ji

  DOI：10.1016/j.tet.2012.11.088

  日期：2013.2

  A novel reaction of 3-phenacylideneoxindoles (1) with tosylmethyl isocyanide (2a) and MeOH through C-C bond cleavage has been developed. The reaction proceeded under mild conditions, providing a powerful synthetic tool for the construction of pyrrole derivatives (3) from easily accessible starting materials and synthesis of 2H-pyrrolo[3,4-c]quinolines (4) by further dehydration of 3. (C) 2012 Elsevier Ltd. All rights reserved.