1-(4-溴苯基)-2-甲基-5-苯基吡咯 | 26165-82-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 1-(4-溴苯基)-2-甲基-5-苯基吡咯
• 英文名称: 1-(4-bromophenyl)-2-methyl-5-phenyl-1H-pyrrole
• 英文别名: 1-(p-Bromophenyl)-2-methyl-5-phenylpyrrole；1-(4-bromophenyl)-2-methyl-5-phenylpyrrole
• CAS: 26165-82-2
• 化学式: C₁₇H₁₄BrN
• 分子量: 312.209
• InChiKey: XQFBFCCGGAXUII-UHFFFAOYSA-N

物化性质

• 沸点：
  418.6±33.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  苯乙烯 在 叔丁基过氧化氢 、 manganese(II) chloride tetrahydrate 、 氨基磺酸 、 copper(II) bis(trifluoromethanesulfonate) 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 水 为溶剂， 反应 25.0h， 生成 1-(4-溴苯基)-2-甲基-5-苯基吡咯
  参考文献：
  名称：

  使用TBHP，三氟甲磺酸铜（II）和氨基磺酸从苯乙烯，丙酮和芳基胺一锅合成2-甲基-1,5-二芳基-1 H-吡咯

  摘要：

  研究了芳胺衍生物与苯乙烯和丙酮的一锅铜/锰共催化杂环化反应，生成一系列2-甲基-1,5-二氮杂-1 H-吡咯。所述反应结合了1，4-二羰基合成和Paal-Knorr型缩合反应。

  DOI：

  10.1016/j.tetlet.2017.12.031

文献信息

• Indium-mediated one-pot pyrrole synthesis from nitrobenzenes and 1,4-diketones
  作者：Hyunseung Lee、Byeong Hyo Kim

  DOI：10.1016/j.tet.2013.05.113

  日期：2013.8

  One-pot reduction-triggered heterocyclizations of nitrobenzene derivatives with 1,4-diketones were investigated. In the presence of indium/AcOH in toluene at 80 degrees C, reaction of nitrobenzenes with 2,5-hexadione produced moderate to excellent yields (40-98%) of the corresponding pyrroles within 1.5-24 h depending on the substituents of the starting materials. Similarly, the reaction of nitrobenzenes with 1-phenyl-1,4-pantanedione in the presence of indium/AcOH in toluene at reflux afforded the corresponding pyrroles within 0.5-24 h with 60-98% yields. (C) 2013 Elsevier Ltd. All rights reserved.
• REPORTER SYSTEM FOR HIGH THROUGHPUT SCREENING OF COMPOUNDS AND USES THEREOF
  申请人：RATAN Rajiv

  公开号：US20130005666A1

  公开（公告）日：2013-01-03

  The NF-E2-related factor 2 (Nrf2) is a key transcriptional regulator of antioxidant defense and detoxification. To directly monitor stabilization of Nrf2 we fused its Neh2 domain, responsible for the interaction with its nucleocytoplasmic regulator, Keap1, to firefly luciferase (Neh2-luciferase). It is shown herein that Neh2 domain is sufficient for recognition, ubiquitination and proteasomal degradation of Neh2-luciferase fusion protein. The novel Neh2-luc reporter system allows direct monitoring of the adaptive response to redox stress and classification of drugs based on the time-course of reporter activation. The novel reporter was used to screen a library of compounds to identify activators of Nrf2. The most robust and yet non toxic Nrf2 activators found—nordihydroguaiaretic acid, fisetin, and gedunin-induced astrocyte-dependent neuroprotection from oxidative stress via an Nrf2-dependent mechanism.
• US9200046B2
  申请人：——

  公开号：US9200046B2

  公开（公告）日：2015-12-01
• One-pot synthesis of 2-methyl-1,5-diaromatic-1H-pyrroles from styrene, acetone and arylamines using TBHP, copper(II) trifluoromethanesulfonate and sulfamic acid
  作者：Congjun Xu、Yufei Han、Shaowei Chen、Dengzhi Xu、Bingfu Zhang、Zhenliang Shan、Shimei Du、Liying Xu、Ping Gong

  DOI：10.1016/j.tetlet.2017.12.031

  日期：2018.1

  co-catalyzed heterocyclization of arylamine derivatives with styrene and acetone to produce a series of 2-methyl-1,5-diaromatic-1H-pyrroles was investigated. The described reaction combines 1,4-dicarbonyl synthesis and Paal-Knorr type condensation reactions.

  研究了芳胺衍生物与苯乙烯和丙酮的一锅铜/锰共催化杂环化反应，生成一系列2-甲基-1,5-二氮杂-1 H-吡咯。所述反应结合了1，4-二羰基合成和Paal-Knorr型缩合反应。