1-(1H-吲哚-3-基)-乙醇 | 103205-15-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-(1H-吲哚-3-基)-乙醇
• 英文名称: 1-(1H-indol-3-yl)ethan-1-ol
• 英文别名: 1-indol-3-yl-ethanol；1-Indol-3-yl-aethanol；(1H-Indol-3-yl)ethanol；1-(1H-indol-3-yl)ethanol
• CAS: 103205-15-8
• 化学式: C₁₀H₁₁NO
• 分子量: 161.203
• InChiKey: UHVJRCGECUWUJB-UHFFFAOYSA-N

物化性质

• 沸点：
  347.2±17.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  36
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(1H-吲哚-3-基)-乙醇 在 对甲苯磺酸 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 二氯甲烷 为溶剂， 反应 18.33h， 生成 3-(sec-butyl)-1H-indole
  参考文献：
  名称：

  铜催化格氏试剂在原位生成的吲哚衍生的乙烯基亚胺中的添加。

  摘要：

  手性吲哚衍生物是药物和生物碱中普遍存在的基序。本文介绍了第一个将格氏试剂催化不对称共轭加成到各种磺酰基吲哚的方案，为高产率和对映体比率的手性3-仲烷基取代的吲哚的合成提供了一种直接的方法。该方法学利用了基于亚磷酰胺铜配合物的手性催化剂和乙烯基亚胺中间体的原位形成。

  DOI：

  10.1002/chem.202004232
• 作为产物：
  描述：

  3-乙酰吲哚 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 1-(1H-吲哚-3-基)-乙醇
  参考文献：
  名称：

  Iron(II) Chloride–1,1′-Binaphthyl-2,2′-diamine (FeCl2–BINAM) Complex Catalyzed Domino Synthesis of Bisindolylmethanes from Indoles and Primary Alcohols

  摘要：

  Biologically important bisindolylmethanes are synthesized in a domino fashion by using an iron(II) chloride-(+/-)-1,1-binaphthyl-2,2-diamine [FeCl2-(+/-)-BINAM] complex as the catalyst. This method proceeds via oxidation of a primary alcohol into the corresponding aldehyde followed by nucleophilic addition of an indole in the presence of the catalyst. A reaction intermediate is synthesized separately and converted into the bisindolylmethane product under the same reaction conditions as support for the proposed mechanism.

  DOI：

  10.1055/s-0033-1340052

文献信息

• SUBSTITUTED HETEROARYL DERIVATIVES
  申请人：Zemolka Saskia

  公开号：US20100009986A1

  公开（公告）日：2010-01-14

  The invention relates to substituted heteroaryl derivatives, to methods for the production thereof, to medicaments containing said compounds and to the use of substituted heteroaryl derivatives for producing medicaments.

  这项发明涉及替代杂环芳基衍生物，涉及其生产方法，含有该化合物的药物以及利用替代杂环芳基衍生物生产药物的用途。
• PESTICIDAL COMPOSITION COMPRISING INDOLE DERIVATES
  申请人：Bednarek Pawel

  公开号：US20090028796A1

  公开（公告）日：2009-01-29

  The present invention is directed to pesticidal compositions comprising indole derivatives. These indole derivatives are especially active against phytopathogenic fungi. Furthermore, the invention relates to the use of indole derivatives for the production of pesticides and the use of the compositions according to the invention as pesticides. The present invention is also directed to a process for producing a pesticidal composition and to pesticidal compositions prepared by this process. In addition, the invention relates to a process for preventing or combating pests and to a process for protecting plants against pests, especially against phytopathogenic fungi. Further, the invention is directed to plants or seeds as well as objects or materials which have been protected against pests by treatment with a composition according to the invention. Further, the invention is directed to a method for identifying a substance having pesticidal activity. Further, the invention is directed to a method of identifying the mode of action of and/or of providing binding proteins for a pesticidal compound of the present invention. Finally, the invention is directed to a method for diagnosing pest infection of a plant and to the use of a pesticidal compound of the present invention as diagnostic markers.

  本发明涉及包含吲哚衍生物的杀虫组合物。这些吲哚衍生物特别对植物病原真菌具有活性。此外，本发明涉及使用吲哚衍生物制备杀虫剂以及使用本发明中的组合物作为杀虫剂。本发明还涉及制备杀虫组合物的过程以及通过该过程制备的杀虫组合物。此外，本发明还涉及预防或对抗害虫的过程以及保护植物免受害虫，特别是植物病原真菌的过程。此外，本发明还涉及经过本发明中的组合物处理后受到保护的植物或种子以及物体或材料。本发明还涉及识别具有杀虫活性的物质的方法。此外，本发明还涉及识别本发明中杀虫化合物的作用方式和/或提供结合蛋白的方法。最后，本发明涉及诊断植物害虫感染的方法以及使用本发明中的杀虫化合物作为诊断标记的方法。
• Photogenerated Azido Radical Mediated Oxidation: Access to Carbonyl Functionality from Alcohols, Alkylarenes, and Olefins via Organophotoredox
  作者：Maniklal Shee、N. D. Pradeep Singh

  DOI：10.1002/adsc.202200242

  日期：2022.6.21

  Azido radical mediated photocatalytic oxidation method for the selective oxidation of various well-known feedstocks, such as (hetero)aromatic or aliphatic alcohols, alkylarenes, and terminal alkenes, is successfully accomplished. Herein, the catalytic HAT and reversible addition/elimination strategies of azido radical have been explored to convert the commonly oxidizable functionalities into invaluable

  叠氮自由基介导的光催化氧化方法用于选择性氧化各种众所周知的原料，如（杂）芳族或脂肪族醇、烷基芳烃和末端烯烃，已成功完成。在此，已经探索了催化 HAT 和叠氮自由基的可逆添加/消除策略，以使用有机光催化剂 4CzIPN 与四丁基叠氮化铵 (TBAN 3 ) 和空气/O 2将常见的可氧化官能团转化为宝贵的羰基或叔醇。作为氧化剂。事实上，这种温和、操作简单且高效的方法提供了良好至优异的产品产率，具有广泛的结构多样的底物，包括具有良好官能团耐受性的药物衍生物。已经进行了几个对照实验来研究详细的反应机理。
• HFIP-mediated C-3-alkylation of indoles and synthesis of indolo[2,3-<i>b</i>]quinolines &amp; related natural products
  作者：Auqib Rashid、Waseem I. Lone、Preeti Dogra、Showkat Rashid、Bilal A. Bhat

  DOI：10.1039/d4ob00414k

  日期：——

  An expeditious metal free C-3 alkylation of indoles and its NIS-mediated deviation to indolo[2,3-b]quinolines is reported. This protocol, executed in aqueous HFIP has broad substrate scope and is well inclined towards the ideas of sustainable chemistry. Applications of these strategies in accessing bioactive natural products like vibrindole, norcryptotakeine, neocryptolepine and indenoindolone scaffolds

  报道了吲哚的快速无金属 C-3 烷基化及其 NIS 介导的吲哚并[2,3- b ]喹啉的偏离。该协议在水性 HFIP 中执行，具有广泛的底物范围，并且非常倾向于可持续化学的理念。这些策略在获取生物活性天然产物（如 vibrindole、norcryptotakeine、neocryptolepine 和茚并吲哚酮支架）方面的应用也已得到证实。
• Ames et al., Journal of the Chemical Society, 1956, p. 1984,1988
  作者：Ames et al.

  DOI：——

  日期：——