(9ci)-1H-苯并呋喃并[3,2-b]吡咯 | 40554-71-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: (9ci)-1H-苯并呋喃并[3,2-b]吡咯
• 英文名称: Benzofuro<3,2-b>pyrrole
• 英文别名: benzofuro<3,2-b>pyrrole；benzofuro[3,2-b]pyrrole；1H-[1]Benzofuro[3,2-b]pyrrole
• CAS: 40554-71-0
• 化学式: C₁₀H₇NO
• mdl: MFCD18807967
• 分子量: 157.172
• InChiKey: WMMFFDKPBQTMKA-UHFFFAOYSA-N

物化性质

• 沸点：
  322.2±15.0 °C(Predicted)
• 密度：
  1.323±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.9
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  (9ci)-1H-苯并呋喃并[3,2-b]吡咯 、 4-碘苯甲酰氯 在 三氟化硼乙醚 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以22%的产率得到2,2-Difluoro-15-(4-iodophenyl)-11,19-dioxa-3-aza-1-azonia-2-boranuidaheptacyclo[14.10.0.03,14.04,12.05,10.018,26.020,25]hexacosa-1(26),4(12),5,7,9,13,15,17,20,22,24-undecaene
  参考文献：
  名称：

  4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) Dyes Modified for Extended Conjugation and Restricted Bond Rotations

  摘要：

  Five new, constrained, aryl-substituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes (3f,g and 4h-j) were prepared and investigated to see if they have more favorable fluorescence characteristics than the unconstrained systems 2 that were prepared in previous studies. Dye types 3 and 4 have relatively rigid conformations caused by the heteroatom (3f and 3g) or ethylene bridge (4h-j) linkers that preclude free rotation of the substituted-benzene molecular fragments. In the event, the new dye types 3 and 4 have longer lambda(max) (abs) (620-660 nm) and lambda(max) (fluor) (630-680 nm) values than compounds 2, They also exhibit higher extinction coefficients (>100 000 M (1) cm(-1) except for 3g). Their fluorescent quantum yields are high (up to 0.72 for 4j), with the exception of compound 3g, which has a quantum yield of only 0.05. The redox properties of dyes 3 and 4 have also been examined.

  DOI：

  10.1021/jo991927o
• 作为产物：
  描述：

  Ethyl Benzofuro<3,2-b>pyrrole-2-carboxylate 在 sodium hydroxide 、 copper chromite 作用下， 以 喹啉 、 乙醇 为溶剂， 反应 2.0h， 生成 (9ci)-1H-苯并呋喃并[3,2-b]吡咯
  参考文献：
  名称：

  Synthesis and reactions of substituted benzofuro[3,2-b]pyrrole derivatives

  摘要：

  本文介绍了乙基苯并呋[3,2-b]吡咯-2-羧酸酯的制备、水解、N-烷基化和还原。同时描述了新的杂环系统苯并呋[3,2-b]吡咯和2H-二氢苯并呋[2',3':4,5]吡咯[1,2-d]-1,2,4-三嗪-1-酮的合成方法。通过红外、紫外、1H NMR、13C NMR和电子轰击质谱等手段确认了14种新物质的结构。

  DOI：

  10.1135/cccc19823288

文献信息

• Synthesis of N-Phenylsulfonyl Protected Furo[3,2-b]pyrroles
  作者：Vladimír Bobošík、Alžbeta Krutošíková

  DOI：10.1135/cccc19940499

  日期：——

  Protection of nitrogen atom of heterocyclic molecules, such as indole and pyrrole types, enables various reactions of these systems. N-Phenylsulfonyl derivatives, which have been widely used for this purpose, were prepared in the indole series by the reaction of N-sodium and N-lithium salts with benzenesulfonyl chloride. This method requires waterfree and oxygenfree conditions. On the other hand, the phase transfer catalysis conditions used in this work obviates these disadvantages. We therefore selected the latter method for the preparation of variously substituted 4-phenylsulfonylfuro[3,2-b]pyrroles (I - VII) and 1-phenylsulfonylbenzo[b]furo[3,2-b]pyrroles (VIII - IX).

  保护杂环分子中的氮原子，如吲哚和吡咯类，可以使这些系统发生各种反应。已广泛用于此目的的N-苯磺酰衍生物，通过N-钠和N-锂盐与苯磺酰氯反应制备吲哚系列中。该方法需要无水和无氧条件。另一方面，本研究中使用的相转移催化条件消除了这些缺点。因此，我们选择了后一种方法来制备不同取代的4-苯磺酰基呋喃[3,2-b]吡咯（I-VII）和1-苯磺酰基苯并[ b]呋喃[3,2-b]吡咯（VIII-IX）。
• Synthesis and reactions of substituted benzofuro[3,2-b]pyrrole derivatives
  作者：Alžbeta Krutošíková、Jaroslav Kováč、Miloslava Dandárová、Mária Bobálová

  DOI：10.1135/cccc19823288

  日期：——

  This paper deals with the preparation of ethyl benzofuro[3,2-b]pyrrole-2-carboxylate, its hydrolysis, N-alkylation, and reduction. Also the synthesis of new heterocyclic systems, benzofuro[3,2-b]pyrrole and 2H-dihydrobenzofuro[2',3':4,5]pyrrolo[1,2-d]-1,2,4-triazin-1-one, is described. The structure of 14 new substances was corroborated by IR, UV, ¹H NMR, ¹³C NMR and electron impact mass spectra.

  本文介绍了乙基苯并呋[3,2-b]吡咯-2-羧酸酯的制备、水解、N-烷基化和还原。同时描述了新的杂环系统苯并呋[3,2-b]吡咯和2H-二氢苯并呋[2',3':4,5]吡咯[1,2-d]-1,2,4-三嗪-1-酮的合成方法。通过红外、紫外、1H NMR、13C NMR和电子轰击质谱等手段确认了14种新物质的结构。
• ORGANIC LIGHT-EMITTING DEVICE
  申请人：Samsung Display Co., Ltd.

  公开号：EP3098873A1

  公开（公告）日：2016-11-30

  ORGANIC LIGHT-EMITTING DEVICE An organic light-emitting device includes: a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer, wherein the organic layer includes a first compound represented by Formula 1 and a second compound represented by Formula 2:

  有机发光器件 一种有机发光器件包括：第一电极；第二电极；以及位于第一电极和第二电极之间的有机层，有机层包括发射层，其中有机层包括由式 1 表示的第一化合物和由式 2 表示的第二化合物：
• Organic light-emitting device
  申请人：SAMSUNG DISPLAY CO., LTD.

  公开号：US10312449B2

  公开（公告）日：2019-06-04

  An organic light-emitting device including a first electrode, a second electrode, and an organic layer between the first electrode and the second electrode and including an emission layer; wherein the organic layer includes a host first compound represented by Formula 1 and a fluorescent dopant second compound represented by Formula 2: When the compound represented by Formula 1 includes a condensed cyclic substituent and the compound represented by Formula 2 includes a condensed cyclic core, the organic light-emitting device may have improved thermal stability, a lower driving voltage, and higher efficiency.

  一种有机发光器件，包括第一电极、第二电极以及位于第一电极和第二电极之间并包括发射层的有机层；其中有机层包括由式 1 表示的宿主第一化合物和由式 2 表示的荧光掺杂剂第二化合物： 当式 1 所代表的化合物包括缩合环取代基和式 2 所代表的化合物包括缩合环核心时，有机发光器件可能具有更好的热稳定性、更低的驱动电压和更高的效率。
• Krutosikova, Alzbeta; Dandarova, Miloslava; Alfoeldi, Juraj, Collection of Czechoslovak Chemical Communications, 1988, vol. 53, # 8, p. 1770 - 1778
  作者：Krutosikova, Alzbeta、Dandarova, Miloslava、Alfoeldi, Juraj、Kovac,Jaroslav

  DOI：——

  日期：——