6-methyl-6H-benzo[4,5]thieno[2,3-b]indole | 1269621-22-8

• 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
• 英文名称: 6-methyl-6H-benzo[4,5]thieno[2,3-b]indole
• 英文别名: 6-Methyl-[1]benzothiolo[2,3-b]indole；6-methyl-[1]benzothiolo[2,3-b]indole
• CAS: 1269621-22-8
• 化学式: C₁₅H₁₁NS
• 分子量: 237.325
• InChiKey: WEQGXXIGNWTSJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-溴苯并噻吩 在 lithium chloro-isopropyl-magnesium chloride 、 正丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 22.66h， 生成 6-methyl-6H-benzo[4,5]thieno[2,3-b]indole
  参考文献：
  名称：

  CuI介导的锌有机金属锌的氧化胺化反应制备杂环胺：一种新型的环化氧化环化吲哚衍生物的制备方法

  摘要：

  官能化的杂环锌试剂很容易通过由各种锂酰胺制备的酰胺基铜酸锌的氧化胺化反应进行胺化。对于氧化步骤，PhI（OAc）2被证明是最好的试剂。所需的杂环锌有机金属化合物可通过直接金属化，在ZnCl 2存在下通过镁插入或通过合适的镁试剂的金属转移来制备。此外，我们报道了涉及分子内氧化胺化反应的新的闭环反应。该反应允许制备含有呋喃，噻吩或吲哚环的四环杂环。

  DOI：

  10.1002/asia.201000367

文献信息

• Palladium-catalyzed benzothieno[2,3-b]indole formation via dehydrative–dehydrogenative double C–H sulfuration using sulfur powder, indoles and cyclohexanones
  作者：Yunfeng Liao、Yi Peng、Hongrui Qi、Guo-Jun Deng、Hang Gong、Chao-Jun Li

  DOI：10.1039/c4cc08370a

  日期：——

  An efficient procedure for benzothieno[2,3-b]indole formation via double C–H sulfuration using sulfur powder is described.

  一种高效的程序，通过使用硫粉进行双C-H硫化，形成苯并噻吩[2,3-b]吲哚。
• Copper-catalyzed synthesis of 2-sulfenylindoles from indoline-2-thiones and aryl iodides
  作者：Shiping Zhou、Genhua Xiao、Yun Liang

  DOI：10.1016/j.tetlet.2016.12.028

  日期：2017.1

  A novel and efficient method for synthesis of 2-sulfenylindole via copper-catalyzed coupling reaction of indoline-2-thiones with aryl iodides has been developed. A series of N-substituted and N-free 2-sulfenylindole were obtained in high yields. Furthermore, the method was employed to synthesis of benzothieno[2,3-b]indoles from indoline-2-thiones with 1,2-diiodobenzene in the presence of CuI and Pd(OAc)2

  通过铜催化的吲哚-2-硫酮与芳基碘的偶联反应合成2-亚磺酰基吲哚的新方法已经得到了发展。以高收率获得了一系列的N-取代的和不含N的2-亚磺酰基吲哚。此外，该方法用于在CuI和Pd（OAc）2作为催化剂存在下，由吲哚啉-2-硫酮与1,2-二碘代苯合成苯并噻吩并[2,3- b ]吲哚。
• LIGHT-EMITTING MATERIAL, COMPOUND, LONG-PERSISTENT PHOSPHOR AND LIGHT-EMITTING ELEMENT
  申请人：Kyulux, Inc.

  公开号：EP3647392A1

  公开（公告）日：2020-05-06

  A compound represented by the following general formula is an excellent light-emitting material. R1 to R5 each independently represent a hydrogen atom or a substituent, and one of R1 to R5 is a cyano group, one to three of R1 to R5 each are an aryl group Ar optionally substituted with an alkyl group or an aryl group, and one to three of R1 to R5 each are a donor group D (but excepting one that corresponds to Ar).

  由以下通式表示的化合物是一种优良的发光材料。R1 至 R5 各自独立地代表一个氢原子或一个取代基，R1 至 R5 中的一个是氰基，R1 至 R5 中的一至三个各自是可选地被烷基或芳基取代的芳基 Ar，R1 至 R5 中的一至三个各自是供体基团 D（但与 Ar 对应的一个除外）。
• Π(PI)-conjugated compound, organic electroluminescence element material, light-emitting material, light-emitting thin film, organic electroluminescence element, display device, and illumination device
  申请人：Konica Minolta, Inc.

  公开号：US11358951B2

  公开（公告）日：2022-06-14

  In order to provide a novel π-conjugated compound capable of increasing the light-emission efficiency of an organic electroluminescence element, for example, this π-conjugated compound has a structure indicated by general formula (1). (In general formula (1): Z1-Z6 each independently indicate a hydrogen atom, a deuterium atom, an electron-donating group D, or an electron-withdrawing group A; at least out of two among Z1-Z6 is an electron-donating group D and the other is an electron-withdrawing group A; and at least one ortho position combination Z1 and Z2, Z2 and Z3, Z3 and Z4, Z4 and Z5, Z5 and Z6, or Z6 and Z1 among Z1-Z6 is one combination out of an electron-donating group D and an electron-donating group D, an electron-withdrawing group A and an electron-withdrawing group A, or an electron-donating group D and an electron-withdrawing group A.)

  为了提供一种新型π共轭化合物，该化合物能够提高有机电致发光元件的发光效率，例如，该π共轭化合物具有通式（1）所示的结构。 (在通式（1）中：Z1-Z6各自独立地表示一个氢原子、一个氘原子、一个电子供能基团D或一个电子取能基团A；Z1-Z6中至少有两个是电子供能基团D，另一个是电子取能基团A；Z1-Z6 中至少有一个正位组合 Z1 和 Z2、Z2 和 Z3、Z3 和 Z4、Z4 和 Z5、Z5 和 Z6 或 Z6 和 Z1 是一个电子供能基团 D 和一个电子供能基团 D、一个电子取能基团 A 和一个电子取能基团 A 或一个电子供能基团 D 和一个电子取能基团 A 中的一个组合。)
• II(PI)-CONJUGATED COMPOUND, ORGANIC ELECTROLUMINESCENCE ELEMENT MATERIAL, LIGHT-EMITTING MATERIAL, LIGHT-EMITTING THIN FILM, ORGANIC ELECTROLUMINESCENCE ELEMENT, DISPLAY DEVICE, AND ILLUMINATION DEVICE
  申请人：Konica Minolta, Inc.

  公开号：US20180170914A1

  公开（公告）日：2018-06-21

  In order to provide a novel π-conjugated compound capable of increasing the light-emission efficiency of an organic electroluminescence element, for example, this π-conjugated compound has a structure indicated by general formula (1). (In general formula (1): Z 1 -Z 6 each independently indicate a hydrogen atom, a deuterium atom, an electron-donating group D, or an electron-withdrawing group A; at least out of two among Z 1 -Z 6 is an electron-donating group D and the other is an electron-withdrawing group A; and at least one ortho position combination Z 1 and Z 2 , Z 2 and Z 3 , Z 3 and Z 4 , Z 4 and Z 5 , Z 5 and Z 6 , or Z 6 and Z 1 among Z 1 -Z 6 is one combination out of an electron-donating group D and an electron-donating group D, an electron-withdrawing group A and an electron-withdrawing group A, or an electron-donating group D and an electron-withdrawing group A.)