magnesium,1,3-dihydroindol-3-ide,bromide | 7058-69-7

• 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: magnesium,1,3-dihydroindol-3-ide,bromide
• 英文别名: 3-indolylmagnesium bromide；indolylmagnesium bromide
• CAS: 7058-69-7
• 化学式: C₈H₆BrMgN
• 分子量: 220.351
• InChiKey: LNZHSGBXMALUHL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.81
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  15.79
• 氢给体数：
  1.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  magnesium,1,3-dihydroindol-3-ide,bromide 、 6α-benzoyloxy-7α-benzyloxymethyl-9α-methyl-5-tosyl-5,6β,6aβ,7β,8,9β,10,10aβ-octahydroindeno<2,1-b>indole 以 苯 为溶剂， 反应 0.5h， 以53%的产率得到7α-benzyloxymethyl-6β-indol-3'-yl-9α-methyl-5-tosyl-5,6α,6aβ,7β,8,9β,10,10aβ-octahydroindeno<2,1-b>indole
  参考文献：
  名称：

  Structure-function relationship of Yuehchukene II. The effect of C-6 indole rotation on anti-implantation activity

  摘要：

  In a first attempts to define the structural requirements for the expression of anti-implantation activity in Yuehchukene (YCK), it was found that the relative position or planarity of the aromatic centres may be crucial. New synthetic routes leading to analogues with modification of C-7 substituents were established. Results indicated that a bulky group at C-7 that served to restrict the rotation of the C-6 indole was indispensable. Further steric hindrance by 2'-methyl would increase potency in all weak analogues. It was concluded that YCK required an optimal conformation that was defined by a narrowly-fixed angle between the, planes of the C-6 indole and the tetracyclic unit.

  DOI：

  10.1016/0223-5234(92)90100-f

文献信息

• Cross-coupling reaction of tert-alkyl halides with Grignard reagents in dichloromethane as a non-Lewis basic medium
  作者：Masatomi Ohno、Kazuo Shimizu、Kenichi Ishizaki、Tadashi Sasaki、Shoji Eguchi

  DOI：10.1021/jo00239a005

  日期：1988.2
• 3-Bromo-2-(tert-butylsulfonyl)-1-propene. A multi-coupling reagent Part 1.
  作者：P. Knochel、J.F. Normant

  DOI：10.1016/s0040-4039(00)61901-9

  日期：1985.1
• KAMENSKIJ A. B.; SMUSHKEVICH YU. I.; LIVSHITS A. I.; CYBOPOB N. N., XIMIYA GETEROTSIKL. SOED., 1980, HO 7, 956-958
  作者：KAMENSKIJ A. B.、 SMUSHKEVICH YU. I.、 LIVSHITS A. I.、 CYBOPOB N. N.

  DOI：——

  日期：——
• CHENG, KIN-FAI;CHAN, TIN-TAU;LAI, TING-FONG;KONG, YUN-CHEUNG, J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N2, C. 3317-3322
  作者：CHENG, KIN-FAI、CHAN, TIN-TAU、LAI, TING-FONG、KONG, YUN-CHEUNG

  DOI：——

  日期：——
• KNOCHEL, P.;NORMANT, J. F., TETRAHEDRON LETT., 1985, 26, N 4, 425-428
  作者：KNOCHEL, P.、NORMANT, J. F.

  DOI：——

  日期：——