7-chloro-3-cyanophthalide | 139539-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 7-chloro-3-cyanophthalide
• 英文别名: 4-chloro-3-oxo-1H-2-benzofuran-1-carbonitrile
• CAS: 139539-62-1
• 化学式: C₉H₄ClNO₂
• 分子量: 193.589
• InChiKey: SJPYHNAUYXSMMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-chloro-3-cyanophthalide 、 ethyl 2-((tert-butoxycarbonyloxy)(phenyl)methyl)acrylate 在 N-[3,5-二(三氟甲基)苯基]-N'-[(1S,2R)-2-[[(1,1-二甲基乙基)二甲基甲硅烷基]氧基]-1-[(二苯基膦基)甲基]丙基]硫脲 作用下， 以94%的产率得到ethyl 2-((S)-((S)-4-chloro-1-cyano-3-oxo-1,3-dihydroisobenzo-furan-1-yl)(phenyl)methyl)acrylate
  参考文献：
  名称：

  Asymmetric Synthesis of Dihydronaphthoquinones Containing Adjacent Stereocenters via a Sulfa-Michael Addition Triggered Ring-Expansion Approach

  摘要：

  A novel asymmetric synthetic approach for the construction of enantioenriched functionalized dihydroquinones incorporating adjacent quaternary and tertiary stereocenters has been reported, in which enantioenriched 3-allylic phthalides engaged in an unprecedented sulfa-Michael addition-triggered Stereoselective ring-expansion reaction, and furnished the desired sulfur-incoporated dihydronaphthoquinones with high stereoselectivity.

  DOI：

  10.1021/acs.joc.5b00502

文献信息

• Substituted phthalides and heterocyclic phthalides
  申请人：Sandoz Ltd.

  公开号：US05506192A1

  公开（公告）日：1996-04-09

  Substituted phthalides and heterocyclic phthalides and derivatives thereof which are useful as herbicides are described.

  描述了作为除草剂有用的代用邻苯二甲酸酐和杂环邻苯二甲酸酐及其衍生物。
• Highly diastereo- and enantioselective construction of phthalide-oxindole hybrids bearing vicinal quaternary chiral centers via an organocatalytic allylic alkylation
  作者：Wei Liu、Zhi-Peng Hu、Yan Yan、Wei-Wei Liao

  DOI：10.1016/j.tetlet.2018.07.002

  日期：2018.8

  A diastereo- and enantioselective synthesis of phthalide-oxindole hybrids including congested adjacent quaternary chiral centers was demonstrated through a Lewis base catalyzed asymmetric allylic alkylation reaction of Morita–Baylis–Hillman carbonates of isatins and 3-cyanophthalides. The various hybrid molecules with two valuable pharmacophores-combined frameworks can be obtained in good to high diastereo-

  通过路易斯碱催化的靛红和3-氰基酞菁的Morita-Baylis-Hillman碳酸盐的不对称烯丙基烷基化反应，证明了邻苯二甲酸酯-羟吲哚杂化物的非对映和对映选择性合成，包括拥挤的相邻四元手性中心。具有良好的至高非对映选择性和对映选择性的具有两种有价值的药效团结合的框架的各种杂合分子。
• Substituted phthalides and heterocyclic phthalides and their use in agriculture
  申请人：SANDOZ LTD.

  公开号：EP0549524A1

  公开（公告）日：1993-06-30

  Salts of substituted phthalides and derivatives thereof which are useful as herbicides.

  可用作除草剂的取代邻苯二甲酸盐及其衍生物。
• US5506192A
  申请人：——

  公开号：US5506192A

  公开（公告）日：1996-04-09
• US5561101A
  申请人：——

  公开号：US5561101A

  公开（公告）日：1996-10-01