1-(2,6-Dichlorphenyl)-3-methyl-2-indolinon | 15307-66-1

• 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: 1-(2,6-Dichlorphenyl)-3-methyl-2-indolinon
• 英文别名: 1-(2,6-dichloro-phenyl)-3-methyl-1,3-dihydroindol-2-one；1-(2,6-dichlorophenyl)-3-methyl-3H-indol-2-one
• CAS: 15307-66-1
• 化学式: C₁₅H₁₁Cl₂NO
• 分子量: 292.164
• InChiKey: RBLNQXJJEDZOQY-UHFFFAOYSA-N

物化性质

• 沸点：
  464.3±45.0 °C(Predicted)
• 密度：
  1.364±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.78
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-(2,6-Dichlorphenyl)-3-methyl-2-indolinon 在 乙醇 、 sodium hydroxide 作用下， 反应 0.5h， 以98%的产率得到2-{2-[(2,6-dichlorophenyl)amino]phenyl}propanoic acid
  参考文献：
  名称：

  Structure–Activity Relationship of novel phenylacetic CXCR1 inhibitors

  摘要：

  We reported recently the Structure-Activity Relationship (SAR) of a class of CXCL8 allosteric modulators. They invariably share a 2-arylpropionic moiety so far considered a key structural determinant of the biological activity. We show the results of recent SAR studies on a novel series of phenylacetic derivatives supported by a combined approach of mutagenesis experiments and conformational analysis. The results suggest novel insights on the. ne role of the propionic/acetic chain in the modulation of CXCL8 receptors. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.027
• 作为产物：
  描述：

  3-chloro-1-(2,6-dichloro-phenyl)-1-phenylbutan-2-one 在 aluminum (III) chloride 作用下， 反应 2.0h， 以298 mg的产率得到1-(2,6-Dichlorphenyl)-3-methyl-2-indolinon
  参考文献：
  名称：

  Structure–Activity Relationship of novel phenylacetic CXCR1 inhibitors

  摘要：

  We reported recently the Structure-Activity Relationship (SAR) of a class of CXCL8 allosteric modulators. They invariably share a 2-arylpropionic moiety so far considered a key structural determinant of the biological activity. We show the results of recent SAR studies on a novel series of phenylacetic derivatives supported by a combined approach of mutagenesis experiments and conformational analysis. The results suggest novel insights on the. ne role of the propionic/acetic chain in the modulation of CXCL8 receptors. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.027

文献信息

• Structurally defined anti-π-allyliridium complexes catalyse Z-retentive asymmetric allylic alkylation of oxindoles
  作者：Ru Jiang、Qing-Ru Zhao、Chao Zheng、Shu-Li You

  DOI：10.1038/s41929-022-00879-z

  日期：——

  highly efficient catalysts that enable Z-retentive asymmetric allylic alkylation of oxindoles accommodating a wide substrate scope. An iridium catalyst with a different metal-to-ligand ratio from that of a similar catalyst reported in the literature has been found to be crucial for regioselective nucleophilic attack at the less substituted allylic terminus. This simple yet powerful approach lays a

  手性Z-烯烃的对映选择性合成是有机化学中一个重要但具有挑战性的课题。铱催化的Z保留不对称烯丙基取代反应最近已成为一种有前途的策略，用于捕获热力学不太稳定的抗-π-烯丙基铱中间体。然而，关于这个过程的详细机械知识仍然难以捉摸。在这里，我们报告了先前假定的抗-π-烯丙基铱中间体的结构特征和转化。这些络合物是高效催化剂，可使Z- oxindoles 的保留不对称烯丙基烷基化，可适应广泛的底物范围。已发现具有与文献中报道的类似催化剂不同的金属配体比的铱催化剂对于在较少取代的烯丙基末端的区域选择性亲核攻击是至关重要的。这种简单而强大的方法为手性Z-烯烃的对映选择性合成的通用平台奠定了坚实的基础。