1,6-dimethylcarbazole | 78787-77-6

• 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
• 英文名称: 1,6-dimethylcarbazole
• 英文别名: 1,6-dimethyl-9H-carbazole
• CAS: 78787-77-6
• 化学式: C₁₄H₁₃N
• 分子量: 195.264
• InChiKey: GNTSUFPIIGSDRI-UHFFFAOYSA-N

物化性质

• 熔点：
  174.5-175.5 °C
• 沸点：
  383.0±11.0 °C(Predicted)
• 密度：
  1.158±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  (2-甲基苯基)肼 在 palladium on activated charcoal 作用下， 以 硫酸 为溶剂， 反应 15.5h， 生成 1,6-dimethylcarbazole
  参考文献：
  名称：

  Kuroki, Masanate; Tsunashima, Yutaka, Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 709 - 714

  摘要：

  DOI：

文献信息

• Copper(II) catalyzed aromatization of tetrahydrocarbazole: An unprecedented protocol and its utility towards the synthesis of carbazole alkaloids
  作者：Bhakti A. Dalvi、Pradeep D. Lokhande

  DOI：10.1016/j.tetlet.2018.01.061

  日期：2018.5

  protocol for the aromatization of tetrahydrocarbazole is described by using catalytic copper(II) chloride dihydrate in DMSO. This newly established methodology has utilized towards the synthesis of naturally occurring carbazole alkaloids, namely 3-methylcarbazole, 3-formyl carbazole, glycozoline, glycozolicine and clauszoline-K. In addition, the protocol is generalized for the aromatization of N-substituted

  通过在二甲基亚砜中使用催化氯化铜（II）二水合物描述了一种有效的四氢咔唑芳构化方案。这种新近建立的方法已经用于合成天然存在的咔唑生物碱，即3-甲基咔唑，3-甲酰基咔唑，糖唑啉，糖唑啉和clauszoline-K。另外，该方案被普遍用于N-取代的四氢咔唑，1,2,3,4-四氢喹啉，1,2,3,4-四氢异喹啉和1,2,3,4-四氢β-咔啉的芳构化，从而得到相应的杂芳族化合物从非常好的收率到优异的收率。此外，已证明该方法可耐受多种官能团，并具有优异的收率。
• A Tandem Reduction-Oxidation Protocol for the Conversion of 1-Keto-1,2,3,4-tetrahydrocarbazoles to Carbazoles via Tosylhydrazones through Microwave Assistance: Efficient Synthesis of Glycozoline, Clausenalene, Glycozolicine, and Deoxycarbazomycin B and th
  作者：Suchandra Chakraborty、Gautam Chattopadhyay、Chandan Saha

  DOI：10.1002/jhet.999

  日期：2013.1

  methodology for the synthesis of carbazoles from 1‐keto‐1,2,3,4‐tetrahydrocarbazoles via the corresponding tosylsulfonhydrazones by a one‐pot tandem reduction–oxidation protocol using a combination of NaBH4 and Pd–C on MgSO4·7H2O, a solid support, under microwave is developed. The reaction is successfully extended toward the synthesis of several naturally occurring carbazole alkaloids, namely 3‐methylcarbazole

  一种新颖高效的方法，通过NaBH 4和Pd-C的组合，通过一锅串联还原-氧化方案，通过相应的甲苯磺酰基hydr肼，通过相应的甲苯磺酰基hydr，由1-酮，1,2,3,4-四氢咔唑合成咔唑在微波作用下形成了4 ·7H 2 O（一种固体支持物）。该反应已成功地扩展到几种天然存在的咔唑生物碱的合成，即3-甲基咔唑，糖唑啉，黄嘌呤，糖唑啉，墨瑞福林A和脱氧咔唑霉素B（一种已知具有良好抗菌活性的咔唑衍生物）。
• Site-Specific Synthesis of Carbazole Derivatives through Aryl Homocoupling and Amination
  作者：Jaeyoung Ban、Minkyung Lim、Saira Shabbir、Junghyun Baek、Hakjune Rhee

  DOI：10.1055/s-0039-1690759

  日期：2020.3

  We synthesized various carbazoles from anilines through a three-step process with good overall yields (up to 48%). This process comprises N-acetylation, copper(0)-mediated Ullmann homocoupling, and acid-mediated intramolecular amination. It permits various functional­ groups on the substrate. Scale-up of the developed three-step synthetic route to carbazoles was also demonstrated.

  我们通过三步法从苯胺合成了各种咔唑，总收率良好（高达48％）。该过程包括N-乙酰化，铜（0）介导的乌尔曼均偶联和酸介导的分子内胺化。它允许在基材上形成各种官能团。还证实了已开发的三步合成路线逐步扩大为咔唑。
• Synthesis of Diarylamines and Methylcarbazoles and Formal Total Synthesis of Alkaloids Ellipticine and Olivacine
  作者：Edson Barrera、R. Israel Hernández‐Benitez、Carlos A. González‐González、Carlos H. Escalante、Aydeé Fuentes‐Benítes、Carlos González‐Romero、Elvia Becerra‐Martínez、Francisco Delgado、Joaquín Tamariz

  DOI：10.1002/ejoc.202200364

  日期：2022.6.27

  A versatile and efficient methodology for the synthesis of 1-methyl and 1,4-dimethyl 3-formylcarbazoles is described. Microwave-promoted one-pot cascade reactions of 4-oxazolin-2-ones afforded methylated diarylamines, which were cyclized into a series of carbazoles, including the formal total synthesis of the naturally occurring pyrido[4,3-b]carbazole alkaloids ellipticine and olivacine.

  描述了一种用于合成 1-甲基和 1,4-二甲基 3-甲酰基咔唑的通用且有效的方法。微波促进 4-恶唑啉-2-酮的一锅级联反应得到甲基化二芳基胺，将其环化成一系列咔唑，包括天然存在的吡啶并[4,3- b ]咔唑生物碱玫瑰树碱的正式全合成和橄榄素。
• Light-diffusion powder, quantum-dot-containing photoresist, and quantum-dot-containing color film, and preparation methods
  申请人：BOE TECHNOLOGY GROUP CO., LTD

  公开号：US10202544B2

  公开（公告）日：2019-02-12

  The present disclosure provides a light-diffusion powder, a quantum-dot-containing photoresist, and a quantum-dot-containing color film, and their preparation methods. The light-diffusion powder is obtained from an alkoxysilane having a chemical structure represented by formula (I): where R1 includes a C1˜C50 alkyl group, and R′ includes one or more of an alkyl and a substituted alkyl group.

  本公开提供了一种光扩散粉末、一种含量子点的光刻胶和一种含量子点的彩色薄膜及其制备方法。光扩散粉末由化学结构由式（I）表示的烷氧基硅烷获得： 其中 R1 包括一个 C1˜C50 烷基，R′ 包括一个或多个烷基和一个取代烷基。