1-(1-苯并噻吩-2-基)吡咯烷 | 19983-26-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 1-(1-苯并噻吩-2-基)吡咯烷
• 英文名称: 2-(1-pyrrolidinyl)benzothiophene
• 英文别名: 2-Pyrrolidin-1-ylbenzothiophen；1-(benzo[b]thiophen-2-yl)pyrrolidine；1-benzo[b]thiophen-2-yl-pyrrolidine；2-Pyrrolidinobenzothiophen；1-(1-Benzothiophen-2-yl)pyrrolidine
• CAS: 19983-26-7
• 化学式: C₁₂H₁₃NS
• 分子量: 203.308
• InChiKey: MTJPGYSOHJDUJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  31.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(1-苯并噻吩-2-基)吡咯烷 以75%的产率得到
  参考文献：
  名称：

  VISSER, G. W.;VERBOOM, W.;REINHOUDT, D. N., REC. TRAV. CHIM. PAYS.BAS, 1983, 102, N 11, 498-499

  摘要：

  DOI：
• 作为产物：
  描述：

  2'-溴苯乙酮 在 copper(l) iodide 、 氯化亚砜 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 1-(1-苯并噻吩-2-基)吡咯烷
  参考文献：
  名称：

  有机氧化合物的体外活性：II。2-氨基苯并[b]噻吩对K562和HeLa肿瘤细胞系的细胞毒作用

  摘要：

  摘要 研究了一些在第二位具有叔氨基的苯并[ b ]噻吩的体外抗肿瘤活性，该药物对红白血病（K562）和宫颈癌（HeLa）细胞系具有抗性。

  DOI：

  10.1134/s107036322011033x

文献信息

• 1-Pyrrolidin-1-ylbuta-1,3-dienes as potential 1,5-dipoles; synthesis of pyrrolizines
  作者：Germ W. Visser、Willem Verboom、Piet H. Benders、David N. Reinhoudt

  DOI：10.1039/c39820000669

  日期：——

  Teutomerization of 1-pyrrolidin-1-ylbuta-1,3-dienes and (hetero)aromatic compounds formally containing this moiety, to the corresponding 1,5-dipoles by a concerted [1,6] hydrogen shift is followed by a 1,5-electrocyclization to give pyrrolizine derivatives.

  通过一致的[1,6]氢位移，将1-吡咯烷-1-基-1,3-二烯和形式上含有该部分的（杂）芳族化合物四聚为相应的1,5-偶极，然后加1， 5-电环化得到吡咯嗪衍生物。
• Synergistic methodologies for the synthesis of 3-aroyl-2-arylbenzo[b]thiophene-based selective estrogen receptor modulators. Two concise syntheses of raloxifene
  作者：David A. Bradley、Alexander G. Godfrey、Christopher R. Schmid

  DOI：10.1016/s0040-4039(99)00955-7

  日期：1999.7

  Difunctionalized benzo[b] thiophene intermediates are prepared which allow fully independent elaboration of the 2-aryl position or the tether position of benzo[b]thiophene-based selective estrogen receptor modulators (SERMs). Two concise syntheses of the SERM raloxifene (Evista(R)) are presented. (C) 1999 Elsevier Science Ltd. All rights reserved.
• A Convenient Approach to 2-Aminobenzo[b]chalcogenophenes Based on Copper-Catalyzed Transformation of 4-(2-Bromophenyl)-1,2,3-chalcogenodiazoles in the Presence of a Base and Amines
  作者：E. A. Popova、A. G. Lyapunova、M. L. Petrov、T. L. Panikorovskii、D. A. Androsov

  DOI：10.1134/s1070363218040126

  日期：2018.4

  The reactions of 4-(2-bromophenyl)-1,2,3-thia-and -selenadiazoles with amines in the presence of potassium carbonate and copper(I) iodide afforded 2-aminobenzo[b]chalcogenophenes. The corresponding thiaand selenamides, prepared by interaction of 4-(2-bromophenyl)-1,2,3-thia- and -selenadiazoles with amines in the absence of copper salt, were transformed into 2-aminobenzo[b]chalcogenophenes by the action of potassium carbonate and copper(I) iodide in DMF in different yields.
• New HIV-1 reverse transcriptase inhibitors based on a tricyclic benzothiophene scaffold: Synthesis, resolution, and inhibitory activity
  作者：Krzysztof Krajewski、Yijun Zhang、Damon Parrish、Jeffrey Deschamps、Peter P. Roller、Vinay K. Pathak

  DOI：10.1016/j.bmcl.2006.02.049

  日期：2006.6

  We synthesized, separated into enantiomers, and tested for the HIV-1 reverse transcriptase inhibitory activity a group Of analogs of dimethyl-1-(1-piperidynyl)cyclobuta[b][1]benzothiophene-2,2a(7bH)-dicarboxylate (NSC-380292). Absolute configurations of the enantiomers were determined based on absolute X-ray structures and analysis of CD spectra. Within pairs of enantiomers the (R,R)-enantiomer was always much more potent HIV-1 reverse transcriptase inhibitor. (c) 2006 Elsevier Ltd. All rights reserved.
• In situ generation of 1,5-dipoles by concerted [1,6] hydrogen transfer. Stereoselective thermal rearrangement of 1-(1-pyrrolidinyl)-1,3-butadienes to pyrrolizines
  作者：David N. Reinhoudt、Germ W. Visser、Willem Verboom、Piet H. Benders、Marcel L. M. Pennings

  DOI：10.1021/ja00352a041

  日期：1983.7