2-bromo-α-(2-cyclohexenyl)benzyl alcohol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-bromo-α-(2-cyclohexenyl)benzyl alcohol
• 英文别名: (2-Bromophenyl)-cyclohex-2-en-1-ylmethanol；(2-bromophenyl)-cyclohex-2-en-1-ylmethanol
• 化学式: C₁₃H₁₅BrO
• 分子量: 267.166
• InChiKey: AHOSHUHTNKMWHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-α-(2-cyclohexenyl)benzyl alcohol 在 菲 、 高氯酸四乙基铵 、 magnesium 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到1,2,3,4,4a,9a-hexahydrofluoren-9-ol
  参考文献：
  名称：

  Regioselective synthesis of substituted 1-indanols, 2,3-dihydrobenzofurans and 2,3-dihydroindoles by electrochemical radical cyclization using an arene mediator

  摘要：

  Electrochemical reduction of haloarenes carrying 2-(1-hydroxybut-3-enyl), 2-allyloxy or N-allyl-N-methylamino group in the presence of phenanthrene as a mediator generated the corresponding aryl radicals and gave the corresponding 5-exo cyclization products in good yields. Higher regio- and stereoselectivities than those of usual radical cyclization using AIBN-Bu3SnH were achieved. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.12.038
• 作为产物：
  描述：

  3-溴环己烯 、 邻溴苯甲醛 在 锌 作用下， 生成 2-bromo-α-(2-cyclohexenyl)benzyl alcohol
  参考文献：
  名称：

  Regioselective synthesis of substituted 1-indanols, 2,3-dihydrobenzofurans and 2,3-dihydroindoles by electrochemical radical cyclization using an arene mediator

  摘要：

  Electrochemical reduction of haloarenes carrying 2-(1-hydroxybut-3-enyl), 2-allyloxy or N-allyl-N-methylamino group in the presence of phenanthrene as a mediator generated the corresponding aryl radicals and gave the corresponding 5-exo cyclization products in good yields. Higher regio- and stereoselectivities than those of usual radical cyclization using AIBN-Bu3SnH were achieved. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.12.038

文献信息

• Regioselective synthesis of substituted 1-indanols, 2,3-dihydrobenzofurans and 2,3-dihydroindoles by electrochemical radical cyclization using an arene mediator
  作者：Nobuhito Kurono、Eiichi Honda、Fumikazu Komatsu、Kazuhiko Orito、Masao Tokuda

  DOI：10.1016/j.tet.2003.12.038

  日期：2004.2

  Electrochemical reduction of haloarenes carrying 2-(1-hydroxybut-3-enyl), 2-allyloxy or N-allyl-N-methylamino group in the presence of phenanthrene as a mediator generated the corresponding aryl radicals and gave the corresponding 5-exo cyclization products in good yields. Higher regio- and stereoselectivities than those of usual radical cyclization using AIBN-Bu3SnH were achieved. (C) 2003 Elsevier Ltd. All rights reserved.