2-bromo-2-cyclooctenone | 85971-73-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-2-cyclooctenone
• CAS: 85971-73-9
• 化学式: C₈H₁₁BrO
• 分子量: 203.079
• InChiKey: HQSCUMOBKZAIIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  吲哚 、 2-bromo-2-cyclooctenone 在 氯化锆(IV) 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以0.72 mg的产率得到(2S(R),3R(S))-2-bromo-3-(1H-indol-3-yl)cyclooctanone
  参考文献：
  名称：

  New 3-vinylation products of indole and investigation of its Diels–Alder reactivity: synthesis of unusual Morita–Baylis–Hillman-type products

  摘要：

  3-Vinylindoles as precursors of carbazole and bis-indole derivatives were synthesized. Then, to form new carbazoles, Diels-Alder reactivity of these vinylindoles was studied with various dienophiles. During the cycloaddition reaction, unusual Morita-Baylis-Hillman-type products were observed. The structure and the formation mechanism of the products is discussed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.02.081
• 作为产物：
  描述：

  2-cycloocten-1-one 在 溴 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.25h， 生成 2-bromo-2-cyclooctenone
  参考文献：
  名称：

  New 3-vinylation products of indole and investigation of its Diels–Alder reactivity: synthesis of unusual Morita–Baylis–Hillman-type products

  摘要：

  3-Vinylindoles as precursors of carbazole and bis-indole derivatives were synthesized. Then, to form new carbazoles, Diels-Alder reactivity of these vinylindoles was studied with various dienophiles. During the cycloaddition reaction, unusual Morita-Baylis-Hillman-type products were observed. The structure and the formation mechanism of the products is discussed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.02.081