2-Methyl-1-phenyl-indenol-(3) | 1213-78-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 2-Methyl-1-phenyl-indenol-(3)
• 英文别名: 2-methyl-3-phenyl-1H-inden-1-ol
• CAS: 1213-78-1
• 化学式: C₁₆H₁₄O
• 分子量: 222.287
• InChiKey: VHFGRYMDJFCFRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  <3-Hydroxy-2-methyl-3,3-diphenyl-propyliden>-cyclohexylamin 在 草酸 作用下， 生成 2-Methyl-1-phenyl-indenol-(3)
  参考文献：
  名称：

  Wittig,G.; Frommeld,H.-D., Chemische Berichte, 1964, vol. 97, p. 3548 - 3559

  摘要：

  DOI：

文献信息

• Rhodium-catalyzed Synthesis of Indenols by Regioselective Coupling of Alkynes with Ortho-carbonylated Arylboronic Acids
  作者：Ryo Shintani、Kazuhiro Okamoto、Tamio Hayashi

  DOI：10.1246/cl.2005.1294

  日期：2005.9

  A rhodium/diene-catalyzed regioselective synthesis of indenols has been developed through the coupling of alkynes with ortho-carbonylated arylboronic acids. These reactions proceed under mild conditions in uniformly high yield and regioselectivity. The reaction has also been applied to its asymmetric variant by the use of chiral diene ligands to achieve high enantioselectivity.

  通过将炔烃与邻羰基化的芳基硼酸耦合，开发出一种铑/二烯催化选择性合成吲哚醇的方法。这些反应在温和条件下进行，产率和区域选择性均很高。通过使用手性二烯配体，该反应也被应用于不对称变体，实现了高度的对映选择性。
• Synthesis of 1<i>H</i>-Inden-1-ol Derivatives via Rhodium-catalyzed Annulation of<i>o</i>-Acylphenylboronic Acids with Alkynes
  作者：Takanori Matsuda、Masaomi Makino、Masahiro Murakami

  DOI：10.1246/cl.2005.1416

  日期：2005.10

  A rhodium-catalyzed annulation reaction of o-formylphenylboronic acid with alkynes occurred regioselectively at room temperature to give substituted 1H-inden-1-ol derivatives. o-Acetylphenylboronic acid also underwent the annulation reaction at 80 °C to afford 1-methyl-1H-inden-1-ols.

  一种以铑为催化剂的环化反应在室温下选择性地将邻甲酰基苯硼酸与炔烃反应，生成取代的1H-inden-1-醇类衍生物。邻乙酰基苯硼酸在80 °C下也发生了环化反应，生成1-甲基-1H-inden-1-醇。
• Cobalt-Catalyzed Regioselective Carbocyclization Reaction of <i>o</i>-Iodophenyl Ketones and Aldehydes with Alkynes, Acrylates, and Acrylonitrile:  A Facile Route to Indenols and Indenes
  作者：Kuo-Jui Chang、Dinesh Kumar Rayabarapu、Chien-Hong Cheng

  DOI：10.1021/jo049506g

  日期：2004.7.1

  efficient cobalt-catalyzed carbocylization for the synthesis of indenols and indenes and a new method for reductive decyanation are described. 2-Iodophenyl ketones and aldehydes 1a−g undergo carbocyclization with various disubstituted alkynes 2a−k in the presence of Co(dppe)I2 and zinc powder in acetonitrile at 80 °C for 3 h to afford the corresponding indenol derivatives 3a−s and 4a−m in good to excellent

  描述了一种高效的钴催化的羰基化反应，用于合成茚满和茚满，以及一种新的还原性脱氰方法。2-碘苯基酮和醛1a - g在Co（dppe）I 2和锌粉存在下于80°C在乙腈中与各种二取代炔烃2a - k进行碳环化3小时，得到相应的茚满醇衍生物3a - s和图4a -米产量高到极好。对于某些不对称炔烃，碳环化反应具有显着的区域选择性，可提供一个单一的区域异构体。钴催化的碳环化反应已成功地扩展到茚衍生物的合成。因此，在存在Co（dppe）Cl 2 / dppe的情况下，2-碘苯基酮和醛（1）与丙烯酸酯H 2 C CHCO 2 R（7a - d）和丙烯腈H 2 C CHCN（7e）的反应顺利进行。和在乙腈中于80℃下24小时锌粉末，得到相应的茚8A - ķ和9A -c以中等至良好的产量。有趣的是，当使用7e进行碳环化时，还发生了还原性脱氰反应，得到了没有氰基官能度的茚衍生物。还提出了这种钴催化的碳环化反应的可能机理。
• Cobalt-catalyzed regioselective [3+2] annulation of ortho -formyl and acetyl substituted phenylboronic acids with alkynes
  作者：Mitsuhiro Ueda、Tamami Ueno、Yuki Suyama、Ilhyong Ryu

  DOI：10.1016/j.tetlet.2017.06.049

  日期：2017.7

  Treatment of alkynes with ortho-formyl and acetyl phenylboronic acids in the presence of a cobalt catalyst resulted in the formation of 2,3-disubstituted indenols in good yields. When aryl silyl alkynes were used, 2-aryl-3-silyl indenols were obtained regioselectively in good yields. (C) 2017 Elsevier Ltd. All rights reserved.
• Wittig,G.; Frommeld,H.-D., Chemische Berichte, 1964, vol. 97, p. 3548 - 3559
  作者：Wittig,G.、Frommeld,H.-D.

  DOI：——

  日期：——