1-丁基-2,5-二苯基吡咯 | 846-73-1

• 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-丁基-2,5-二苯基吡咯
• 英文名称: 1-butyl-2,5-diphenyl-1H-pyrrole
• 英文别名: 1-butyl-2,5-diphenylpyrrole；1-butyl-2,5-diphenyl-pyrrole；1-Butyl-2,5-diphenyl-pyrrol；N-Butyl-2.5-diphenyl-pyrrol；1H-Pyrrole, 1-butyl-2,5-diphenyl-
• CAS: 846-73-1
• 化学式: C₂₀H₂₁N
• 分子量: 275.393
• InChiKey: PJSMASRPGHODMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  N-(1-phenylethylidene)butylamine 在 四氯化钛 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以12%的产率得到1-丁基-2,5-二苯基吡咯
  参考文献：
  名称：

  Conversion of Aryl Methyl Ketimines to 2,5-Diarylpyrroles Using TiCl₄/Et₃N

  摘要：

  DOI：

  10.1021/jo982342h

文献信息

• A one-pot synthesis of thiophene and pyrrole derivatives from readily accessible 3,5-dihydro-1,2-dioxines
  作者：Cassie E Hewton、Marc C Kimber、Dennis K Taylor

  DOI：10.1016/s0040-4039(02)00503-8

  日期：2002.4

  A one-pot synthesis of 2,5-disubstituted thiophene, 1,2,5-tri- and 2,5-disubstituted pyrrole derivatives from readily available 3,5-dihydro-1,2-dioxines is described. The reaction proceeds by an initial Kornblum–de la Mare rearrangement of the 3,5-dihydro-1,2-dioxine to its isomeric 1,4-diketone followed by condensation of the in situ 1,4-diketone with sulfur, ammonia or a primary amine.

  描述了从容易获得的3，5-二氢-1，2-二恶英一锅合成2，5-二取代的噻吩，1,2,5-三-和2,5-二取代的吡咯衍生物。通过3,5-二氢-1,2-二恶英的Kornblum-de la Mare初始重排为其异构体1,4-二酮，然后将原位1,4-二酮与硫，氨或伯胺。
• One-pot synthesis of pyrrole derivatives from (E)-1,4-diaryl-2-butene-1,4-diones
  作者：H Surya Prakash Rao、S Jothilingam

  DOI：10.1016/s0040-4039(01)01334-x

  日期：2001.9

  2,5-Di- and 1,2,5-trisubstituted pyrrole derivatives can be prepared conveniently from (E)-1,4-diaryl-2-butene-1,4-diones in a one-pot operation through domino-pathways via palladium-assisted transfer hydrogenation followed by a Paal–Knorr reaction using ammonium formate and its analogs.

  可通过一锅操作通过多米诺途径方便地从（E）-1,4-二芳基-2-丁烯-1,4-二酮制备2,5-二-和1,2,5-三取代的吡咯衍生物通过钯辅助的转移氢化反应，然后使用甲酸铵及其类似物进行Paal-Knorr反应。
• A NOVEL PHOTOREARRANGEMENT OF 2,5-DIARYL-1,4-DITHIIN-1,1-DIOXIDE ACCOMPANIED BY EXTRUSION OF SULFUR DIOXIDE
  作者：Keiji Kobayashi、Kiyoshi Mutai

  DOI：10.1246/cl.1983.1461

  日期：1983.9.5

  Photolysis of the title compound afforded 2,5-diarylthiophene. The mechanism involving the valence isomerization to thioketone was supported by the photolysis in n-butylamine, which gave pyrrole derivatives.

  标题化合物的光解生成2,5-二芳基噻吩。通过在正丁胺中进行光解，得到吡咯衍生物，支持了涉及价异构化为硫酮的机制。
• Kobayashi, Keiji; Mutai, Kiyoshi, Heterocycles, 1984, vol. 21, # 2, p. 366
  作者：Kobayashi, Keiji、Mutai, Kiyoshi

  DOI：——

  日期：——
• Microwave mediated facile one-pot synthesis of polyarylpyrroles from but-2-ene- and but-2-yne-1,4-diones
  作者：H.Surya Prakash Rao、S Jothilingam、Hans W Scheeren

  DOI：10.1016/j.tet.2003.11.087

  日期：2004.2

  Several pyrrole derivates with multiple aryl substituents were prepared conveniently in a one pot-reaction from but-2-ene-1,4-diones and but-2-yne-1,4-diones via hydrogenation of the carbon-carbon double bond/triple bond followed by amination-cyclization. The reaction could be performed with ammonium formate or alkyl/arylammonium formates under Pd/C in polyethylene glycol-200 (PEG-200) under microwave irradiation. Using this procedure, different aryl-substituted pyrroles were prepared. Furthermore, studies on microwave vs thermal conditions indicate faster heating under microwave conditions was responsible for rate enhancement. (C) 2003 Elsevier Ltd. All rights reserved.