1-benzyl-2-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-5-cyclohexyl-3-iodo-1H-pyrrole | 1197215-93-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1-benzyl-2-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-5-cyclohexyl-3-iodo-1H-pyrrole
• 英文别名: 3-(1-Benzyl-5-cyclohexyl-3-iodopyrrol-2-yl)propoxy-tert-butyl-diphenylsilane
• CAS: 1197215-93-2
• 化学式: C₃₆H₄₄INOSi
• 分子量: 661.741
• InChiKey: ODOCKYYBUSRTJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  14.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (2R*,3R*)-1-benzyl-3-[3-(tert-butyldiphenylsiloxy)propyl]-2-cyclohexylaziridine 在 碘 、 碳酸氢钠 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.17h， 以86%的产率得到1-benzyl-2-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-5-cyclohexyl-3-iodo-1H-pyrrole
  参考文献：
  名称：

  Synthesis of substituted 3-iodopyrroles by cycloisomerization of propargylic aziridines with iodine

  摘要：

  The electrophilic cyclizations of N-substituted propargylic aziridines are described. 3-lodopyrroles having a variety of substituents at the 2- and 3-positions were synthesized by reacting propargylic aziridines with iodine. Whereas N-tosyl-substituted substrates require a platinum catalyst to promote the reaction, the iodine-promoted cycloisomerizations proceed when N-benzyl-substituted substrates are employed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.015

文献信息

• Synthesis of substituted 3-iodopyrroles by electrophilic cyclization of propargylic aziridines
  作者：Masahiro Yoshida、Mohammad Al-Amin、Kozo Shishido

  DOI：10.1016/j.tetlet.2009.09.004

  日期：2009.11

  The electrophilic cyclization of propargylic aziridines is described. 3-Iodopyrroles having a variety of substituents were conveniently synthesized by the reaction of propargylic aziridines with iodine. The resulting substituted 3-iodopyrrole was further functionalized to the tri-substituted pyrroles with high efficiency.

  描述了炔丙基氮丙啶的亲电环化。通过炔丙基氮丙啶与碘的反应，可以方便地合成具有各种取代基的3-碘吡咯。将得到的取代的3-碘吡咯进一步高效地官能化为三取代的吡咯。