1,2,3-trimethyl-3-phenyl-3H-indolium iodide | 51167-73-8

• 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: 1,2,3-trimethyl-3-phenyl-3H-indolium iodide
• 英文别名: l'iodure de 1,2,3-trimethyl-3-phenyl-3H-indolium；1,2,3-Trimethyl-3-phenyl-3H-indolium; Jodid；1,2,3-Trimethyl-3-phenyl-3H-indol-1-ium iodide；1,2,3-trimethyl-3-phenylindol-1-ium;iodide
• CAS: 51167-73-8
• 化学式: C₁₇H₁₈N*I
• 分子量: 363.241
• InChiKey: BLVILLJCRHQTTN-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.74
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,2,3-trimethyl-3-phenyl-3H-indolium iodide 在 氢氧化钾 、 cerium(III) chloride 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 370.0h， 生成 (1'E,2'E)-2,3-dihydro-1,3-dimethyl-3-phenyl-2-[(3'-nitro-3'-phenyl)prop-2-enylidene]-1H-indole
  参考文献：
  名称：

  On the reactivity of some 2-methyleneindolines with β-nitroenamines, α-nitroalkenes, and 1,2-diaza-1,3-butadienes

  摘要：

  A study of the behaviour of some electron-rich 2-methyleneindolines (1-3) with different electron-poor reagents (formation of new carbon-carbon and nitrogen-carbon bonds) has furnished interesting results from both synthetic and the mechanistic viewpoints. Enamines 1-3 have been reacted with the beta-nitroenamines 4-7 (reaction CeCl3 center dot 7H(2)O promoted), giving the polymethine dyes 14-23. The same bases 1-3 have been nitroalkylated with the nitroolefins 8-10, furnishing the indolines 24-32, and the diastereoselectivity of the reaction has been thoroughly investigated. The most unexpected results derived from the first example of reaction of Fischer's bases with 1,2-diaza-1,3-butadienes. In fact, with 11-13, the 'unknown' indoline spirodihydropyrroles 33-40 were formed. Their structures were unambiguously assigned, and we determined, as an example, that of 33 by X-ray analysis. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.027
• 作为产物：
  描述：

  碘甲烷 、 alkaline earth salt of/the/ methylsulfuric acid 在 甲醇 作用下， 生成 1,2,3-trimethyl-3-phenyl-3H-indolium iodide
  参考文献：
  名称：

  Plancher, Gazzetta Chimica Italiana, 1898, vol. 28 II, p. 395

  摘要：

  DOI：

文献信息

• Synth�se et propri�t�s photochromiques de 1, 3-dihydrospiro[2H-indole-2,3?-[3H]pyrimido[5,4-f][1,4]benzoxazines] et de 1,3-dihydrospiro[2H-indole-2,7?-[7H]thiazolo[5,4-f][1,4]benzoxazines]
  作者：Pascale Tardieu、Roger Dubest、Jean Aubard、Arlette Kellmann、Francis Tfibel、Andr� Samat、Robert Gugliemetti

  DOI：10.1002/hlca.19920750419

  日期：1992.6.24

  Synthesis and Photochrmic Characteristics of 1,3-Dihydrospiro[2H-indole-2,3′-[3H-]pyrimido[5,4-f][1,4]benzoxazines] and 1,3-Dihydrospiro[2H-indole-2,7′[7H]thiazolo[5,4-f][1,4]benzoxazines]

  的合成和特性Photochrmic 1,3-二氢螺[2H-吲哚-2,3' - [3H-]嘧啶并[5,4-f]的[1,4]苯并恶嗪]和1,3-二氢螺[2 ħ -吲哚-2,7'[7 H ]噻唑洛[5,4- f ] [1,4]苯并恶嗪]
• 44. Experiments on the synthesis of physostigmine (eserine). Part IV. The plancher rearrangement of indole derivatives
  作者：Herbert S. Boyd-Barrett

  DOI：10.1039/jr9320000321

  日期：——
• Pottier, E.; Sergent, M.; Luu, R. Phan Tan, Bulletin des Societes Chimiques Belges, 1992, vol. 101, # 8, p. 719 - 740
  作者：Pottier, E.、Sergent, M.、Luu, R. Phan Tan、Guglielmetti, R.

  DOI：——

  日期：——
• Ghigi, Gazzetta Chimica Italiana, 1933, vol. 63, p. 698
  作者：Ghigi

  DOI：——

  日期：——
• Evans et al., Journal of Organic Chemistry, 1962, vol. 27, p. 1553,1556
  作者：Evans et al.

  DOI：——

  日期：——