2-(4-bromophenyl)-4-phenyl-1H-pyrrole | 1263213-17-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-(4-bromophenyl)-4-phenyl-1H-pyrrole
• CAS: 1263213-17-7
• 化学式: C₁₆H₁₂BrN
• 分子量: 298.182
• InChiKey: JEKTVBUJUDCGLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-(4-bromophenyl)-4-phenyl-1H-pyrrole 在 sodium methoxide 、 三氟化硼乙醚 、 盐酸羟胺 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 28.0h， 生成 8-hydroxyethanamine-4,4-difluoro-1,7-diphenyl-3,5- di(1-bromophenyl)-4-bora-3a,4a-diaza-s-indacene
  参考文献：
  名称：

  A turn-on fluorescent probe based on hydroxylamine oxidation for detecting ferric ion selectively in living cells

  摘要：

  我们描述了一种基于羟胺氧化的开关荧光探针BOD-NHOH，旨在检测细胞内的三价铁离子。该探针由BODIPY染料的信号转换器和羟胺的Fe3+响应调节剂组成。它能够方便地用于评估细胞内的三价铁离子水平，并成功实现了共聚焦成像。

  DOI：

  10.1039/c2cc31426f
• 作为产物：
  描述：

  1-(4-bromophenyl)-4-nitro-3-phenylbutan-1-one 在 吗啉 、 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 ammonium acetate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.5h， 以93%的产率得到2-(4-bromophenyl)-4-phenyl-1H-pyrrole
  参考文献：
  名称：

  4-Nitro-1,3-diarylbutan-1-ones 与醋酸铵在吗啉和硫存在下的反应：2,4-Diarylpyrroles 的有效合成

  摘要：

  描述了 2,4-二芳基吡咯的有效合成。在吗啉和硫的存在下加热 4-硝基-1,3-二芳基丁-1-酮和乙酸铵的混合物，以优异的产率得到相应的 2,4-二芳基吡咯。

  DOI：

  10.1055/s-0035-1561852

文献信息

• 2,4- vs 3,4-Disubsituted Pyrrole Synthesis Switched by Copper and Nickel Catalysts
  作者：Feng Chen、Tao Shen、Yuxin Cui、Ning Jiao

  DOI：10.1021/ol302270z

  日期：2012.9.21

  A novel and efficient copper or nickel catalyzed highly selective denitrogenative annulation of vinyl azides with aryl acetaldehydes has been developed. 2,4- and 3,4-diaryl substituted pyrroles, which are difficult to synthesize by the reported methods, can be highly regioselectively prepared by this protocol simply switched by the selection of the transition metal catalysts. Compared with the reported acidic or basic conditions for polysubstituted pyrrole synthesis, the present reaction conditions are mild, neutral, and very simple without any additives.
• The synthesis of polarity-sensitive fluorescent dyes based on the BODIPY chromophore
  作者：Xia Duan、Puming Li、Ping Li、Ting Xie、Fabiao Yu、Bo Tang

  DOI：10.1016/j.dyepig.2010.03.007

  日期：2011.6

  Two novel BODIPY dyes were synthesized, and their fluorescence characteristics studied in different solvents. Both dyes were extremely sensitive to solvent polarity. Their fluorescence intensities were very low in DMSO but increased more than 80 times in chloroform; similar behaviour was found in fluorescence quantum yield, which was enhanced similar to 60-fold. Both dyes displayed fluorescence enhancement with bovine serum albumin, which illustrated that the two probes were very sensitive to polarity change and, therefore, may be valuable as microenvironment-sensitive probes in biochemical research. (C) 2010 Published by Elsevier Ltd.
• [EN] BORON-CONTAINING CYCLIC EMISSIVE COMPOUNDS AND COLOR CONVERSION FILM CONTAINING THE SAME<br/>[FR] COMPOSÉS ÉMISSIFS CYCLIQUES CONTENANT DU BORE ET FILM DE CONVERSION DE COULEUR LES CONTENANT
  申请人：[en]NITTO DENKO CORPORATION

  公开号：WO2022178427A1

  公开（公告）日：2022-08-25

  The present disclosure relates to novel photoluminescent complex comprising a BODIPY moiety covalently bonded to a blue light absorbing xanthenoisoquinoline derivative, and a color conversion film, a back-light unit using the same.
• A turn-on fluorescent probe based on hydroxylamine oxidation for detecting ferric ion selectively in living cells
  作者：Rui Wang、Fabiao Yu、Ping Liu、Lingxin Chen

  DOI：10.1039/c2cc31426f

  日期：——

  We have described a turn on fluorescent probe BOD-NHOH based on hydroxylamine oxidation for detecting intracellular ferric ions. The probe comprises a signal transducer of BODIPY dye and a Fe3+-response modulator of hydroxylamine. It is readily employed for assessing intracellular ferric ion levels, and confocal imaging is achieved successfully.

  我们描述了一种基于羟胺氧化的开关荧光探针BOD-NHOH，旨在检测细胞内的三价铁离子。该探针由BODIPY染料的信号转换器和羟胺的Fe3+响应调节剂组成。它能够方便地用于评估细胞内的三价铁离子水平，并成功实现了共聚焦成像。
• Reaction between 4-Nitro-1,3-diarylbutan-1-ones and Ammonium Acetate in the Presence of Morpholine and Sulfur: An Efficient Synthesis of 2,4-Diarylpyrroles
  作者：Mehdi Adib、Neda Ayashi、Fatemeh Heidari、Peiman Mirzaei

  DOI：10.1055/s-0035-1561852

  日期：——

  An efficient synthesis of 2,4-diarylpyrroles is described. Heating a mixture of a 4-nitro-1,3-diarylbutan-1-one and ammonium acetate in the presence of morpholine and sulfur afforded the corresponding 2,4-diarylpyrroles in excellent yields.

  描述了 2,4-二芳基吡咯的有效合成。在吗啉和硫的存在下加热 4-硝基-1,3-二芳基丁-1-酮和乙酸铵的混合物，以优异的产率得到相应的 2,4-二芳基吡咯。