(2-(hex-1-ynyl)phenyl)(phenyl)methanol

• 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-(hex-1-ynyl)phenyl)(phenyl)methanol
• 英文别名: (2-Hex-1-ynylphenyl)-phenylmethanol；(2-hex-1-ynylphenyl)-phenylmethanol
• 化学式: C₁₉H₂₀O
• 分子量: 264.367
• InChiKey: BLGKRDOWFYJBDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 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-(hex-1-ynyl)phenyl)(phenyl)methanol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 生成 (2-hex-1-ynylphenyl)phenylmethanone
  参考文献：
  名称：

  肟酯前体通过过渡金属催化亚氨基羧化合成N-酰基吡咯和异吲哚

  摘要：

  我们描述了 Pt(II)- 和 Fe(III)- 催化的与 1,3-烯炔和邻-炔芳烃部分共轭的肟酯的亚氨基羧化反应，随后烯醇羧酸酯中间体的自发 O→N 酰基迁移生成N-酰基吡咯和异吲哚。吡咯合成的反应范围一般，而异吲哚的形成则因其不稳定性而范围相对狭窄。

  DOI：

  10.1055/s-0042-1751377
• 作为产物：
  描述：

  苯基锂 、 2-己炔-1-苯甲醛 以 四氢呋喃 为溶剂， 反应 4.0h， 以42%的产率得到(2-(hex-1-ynyl)phenyl)(phenyl)methanol
  参考文献：
  名称：

  Studies into diastereoselective Dötz benzannulations for the synthesis of axially chiral biaryls

  摘要：

  A series of racemic chiral ortho substituents on 1-phenythex-1-yne have been found to control the atroposelective formation of a biaryl from Dotz benzannulation with pentacarbonyl(methoxyphenylmethylene)chromium(0). The results show there is a subtle balance between the chiral ortho substituent controlling atroposelectivity with a dr 3-5:1 and allowing benzannulation to proceed in yields of 44-67%. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.08.096

文献信息

• Molecular iodine mediated cyclization reactions of 2-(1-alkynyl)benzylic alcohols to substituted indenones
  作者：Chengyu Wang、Jingyu Yang、Xingcan Cheng、Ende Li、Yanzhong Li

  DOI：10.1016/j.tetlet.2012.06.030

  日期：2012.8

  efficient I-2-mediated approach to the synthesis of disubstituted indenones from readily available 2-alkynylbenzyl alcohols in the presence of H2O has been developed. These results are different from the known iodocyclization reactions in which O-containing heterocycles are obtained. (c) 2012 Elsevier Ltd. All rights reserved.
• Studies into diastereoselective Dötz benzannulations for the synthesis of axially chiral biaryls
  作者：James C Anderson、John W Cran、N.Paul King

  DOI：10.1016/j.tetlet.2003.08.096

  日期：2003.10

  A series of racemic chiral ortho substituents on 1-phenythex-1-yne have been found to control the atroposelective formation of a biaryl from Dotz benzannulation with pentacarbonyl(methoxyphenylmethylene)chromium(0). The results show there is a subtle balance between the chiral ortho substituent controlling atroposelectivity with a dr 3-5:1 and allowing benzannulation to proceed in yields of 44-67%. (C) 2003 Elsevier Ltd. All rights reserved.
• Synthesis of N-Acyl Pyrroles and Isoindoles from Oxime Ester Precursors via Transition-Metal-Catalyzed Iminocarboxylation
  作者：Daesung Lee、Siyuan Su

  DOI：10.1055/s-0042-1751377

  日期：——

  3-enyne and an ortho-alkynylarene moiety, followed by a spontaneous O→N acyl migration of the enol carboxylate intermediate to generate N-acyl pyrroles and isoindoles. The reaction scope for pyrrole synthesis is general, whereas the formation of isoindoles has a relatively narrow scope because of their instability.

  我们描述了 Pt(II)- 和 Fe(III)- 催化的与 1,3-烯炔和邻-炔芳烃部分共轭的肟酯的亚氨基羧化反应，随后烯醇羧酸酯中间体的自发 O→N 酰基迁移生成N-酰基吡咯和异吲哚。吡咯合成的反应范围一般，而异吲哚的形成则因其不稳定性而范围相对狭窄。