dimethyl 9-(phenylsulfonyl)-9H-carbazole-2,4-dicarboxylate | 129866-22-4

• 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: dimethyl 9-(phenylsulfonyl)-9H-carbazole-2,4-dicarboxylate
• 英文别名: Dimethyl 9-(benzenesulfonyl)carbazole-2,4-dicarboxylate
• CAS: 129866-22-4
• 化学式: C₂₂H₁₇NO₆S
• 分子量: 423.446
• InChiKey: WPCLZVNFARLKDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  dimethyl 1,2-dihydro-9-(phenylsulfonyl)-9H-carbazole-2,4-dicarboxylate 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 various solvent(s) 为溶剂， 以22%的产率得到dimethyl 9-(phenylsulfonyl)-9H-carbazole-2,4-dicarboxylate
  参考文献：
  名称：

  1,6-Electrocyclization Reactions of Acceptor-substituted 2,3-Divinylindoles to Functionalized Carbazoles

  摘要：

  DOI：

  10.3987/com-90-5330

文献信息

• Thermal 1,6-Electrocyclization Reactions of Acceptor-Substituted 2,3-Divinyl-1H-indoles Yielding Functionalized Carbazoles
  作者：Ulf Pindur、Reinhard Adam

  DOI：10.1002/hlca.19900730408

  日期：1990.6.20

  Three new synthetic procedures for and thermal 1,6-electrocyclizations of acceptor-substituted 2,3-divinyl-1H-indoles leading to functionalizing carbazoles are described. The scope and limitations as well as some mechanistic aspects of the methodologies are discussed. The key strategies employed include Pd(II)-catalyzed coupling and Wittig procedures.

  描述了三种新的合成方法，用于受体取代的2,3-二乙烯基-1 H-吲哚的1,6-电环化和热1,6-电环化，从而使咔唑官能化。讨论了方法的范围和局限性以及一些机械方面。所采用的关键策略包括Pd（II）催化的偶联和Wittig程序。
• Synthesis of substituted carbazoles via electrocyclization of in situ generated enamines from 1-phenylsulfonyl-2/(3)-methyl-3/(2)-vinylindoles and DMF·DMA/DMA·DMA
  作者：Radhakrishnan Sureshbabu、Ramalingam Balamurugan、Arasambattu K. Mohanakrishnan

  DOI：10.1016/j.tet.2009.03.010

  日期：2009.5

  Interaction of 2/(3)-methyl-3/(2)-vinylindoles and DMF center dot DMA/DMA center dot DMA at 110 degrees C led to the in situ generation of enamines, which on concurrent electrocyclization followed by subsequent aromatization afforded substituted carbazoles. (C) 2009 Elsevier Ltd. All rights reserved.
• A novel synthesis of N-protected carbazoles involving electrocyclization of in situ generated enamines
  作者：Arasambattu K. Mohanakrishnan、Ramalingam Balamurugan

  DOI：10.1016/j.tetlet.2005.04.016

  日期：2005.6

  A new route for the synthesis of carbazoles has been realized through the intermediacy of 2,3-divinylindoles involving an electrocyclization followed by aromatization. (c) 2005 Elsevier Ltd. All rights reserved.
• PINDUR, ULF;ADAM, REINHARD, HELV. CHIM. ACTA, 73,(1990) N, C. 827-838
  作者：PINDUR, ULF、ADAM, REINHARD

  DOI：——

  日期：——
• 1,6-Electrocyclization Reactions of Acceptor-substituted 2,3-Divinylindoles to Functionalized Carbazoles
  作者：Ulf Pindur、Reinhard Adam

  DOI：10.3987/com-90-5330

  日期：——