1-(2-bromophenyl)-2-methyl-3-buten-1-ol

• 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: 1-(2-bromophenyl)-2-methyl-3-buten-1-ol
• 英文别名: 1-(2-Bromophenyl)-2-methylbut-3-en-1-ol；1-(2-bromophenyl)-2-methylbut-3-en-1-ol
• 化学式: C₁₁H₁₃BrO
• 分子量: 241.128
• InChiKey: RPGQDOXYSYONHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  1-(2-bromophenyl)-2-methyl-3-buten-1-ol 在 2-碘酰基苯甲酸 作用下， 以 乙酸乙酯 为溶剂， 反应 3.0h， 生成 1-(2-Bromophenyl)-2-methylbut-2-en-1-one
  参考文献：
  名称：

  Synthesis of pseudo-indoxyl derivatives via sequential Cu-catalyzed SNAr and Smalley cyclization

  摘要：

  ortho-溴苯基次级烷基/次级烯基酮与氮化钠在铜盐存在下反应，经过顺序的SNAr反应后进行Smalley环化，生成伪靛基衍生物。这些伪靛基衍生物中有些表现出有趣的荧光特性和较宽的斯托克斯位移。

  DOI：

  10.1039/c3cc41348a
• 作为产物：
  描述：

  1-溴-2-丁烯 、 邻溴苯甲醛 在 锌 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 1-(2-bromophenyl)-2-methyl-3-buten-1-ol
  参考文献：
  名称：

  Synthesis of pseudo-indoxyl derivatives via sequential Cu-catalyzed SNAr and Smalley cyclization

  摘要：

  ortho-溴苯基次级烷基/次级烯基酮与氮化钠在铜盐存在下反应，经过顺序的SNAr反应后进行Smalley环化，生成伪靛基衍生物。这些伪靛基衍生物中有些表现出有趣的荧光特性和较宽的斯托克斯位移。

  DOI：

  10.1039/c3cc41348a

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.
• A practical procedure of low valent tin mediated Barbier allylation of aldehydes in wet solvent
  作者：Conxín Vilanova、María Sánchez-Péris、Steven Roldán、Bhaskar Dhotare、Miguel Carda、Angshuman Chattopadhyay

  DOI：10.1016/j.tetlet.2013.09.096

  日期：2013.11

  Use of aluminium as the reducing metal in spontaneous bimetal redox reaction has been elegantly exploited for allylation/crotylation of aldehydes in wet solvent. Here, low valent tin was prepared in situ by reduction of SnCl2 center dot 2H(2)O with aluminium in THF/water. The resulting low valent tin acted as an efficient mediator for allylation and crotylation of aldehydes (3a-q) producing the corresponding homoallylic alcohols. The efficacy of this procedure was due to its operational simplicity, practical viability, inexpensiveness, good yields of the products and short reaction time. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of pseudo-indoxyl derivatives via sequential Cu-catalyzed SNAr and Smalley cyclization
  作者：Yogesh Goriya、Chepuri V. Ramana

  DOI：10.1039/c3cc41348a

  日期：——

  ortho-Bromophenyl sec-alkyl/sec-alkenyl ketones, on reaction with sodium azide in the presence of copper salts, undergo sequential SNAr followed by Smalley cyclization to provide pseudo-indoxyl derivatives. Some of these pseudo-indoxyl derivatives exhibit interesting fluorescent properties and broad Stokes shifts.

  ortho-溴苯基次级烷基/次级烯基酮与氮化钠在铜盐存在下反应，经过顺序的SNAr反应后进行Smalley环化，生成伪靛基衍生物。这些伪靛基衍生物中有些表现出有趣的荧光特性和较宽的斯托克斯位移。