3-[2-(4-methylphenylsulfonamido)-1-phenylethyl]-1H-pyrrole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[2-(4-methylphenylsulfonamido)-1-phenylethyl]-1H-pyrrole
• 英文别名: 4-methyl-N-[2-phenyl-2-(1H-pyrrol-3-yl)ethyl]benzenesulfonamide
• 化学式: C₁₉H₂₀N₂O₂S
• 分子量: 340.446
• InChiKey: FUBAGYNBBBEOMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  70.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  吡咯 、 2-苯基-1-甲苯磺酰啶 在 4-(3-methylimidazolium)butanesulfonate 作用下， 反应 3.0h， 以81%的产率得到3-[2-(4-methylphenylsulfonamido)-1-phenylethyl]-1H-pyrrole
  参考文献：
  名称：

  Organocatalysis by an aprotic imidazolium zwitterion: regioselective ring-opening of aziridines and applicable to gram scale synthesis

  摘要：

  一种以咪唑为基础的带电盐，4-(3-甲基咪唑)丁烷磺酸盐（MBS），已被用作有机催化剂，用于各种亲核试剂对环氧丙烷的区域选择性开环反应。

  DOI：

  10.1039/c5gc01323b

文献信息

• Double Functionalization of Styrenes by Cu-Mediated Assisted Tandem Catalysis
  作者：Daichi Kawauchi、Hirofumi Ueda、Hidetoshi Tokuyama

  DOI：10.1002/ejoc.201900088

  日期：2019.3.14

  Various C–C and C‐X bonds could be formed by double functionalization of olefins featuring Cu‐mediated assisted tandem catalysis. Furthermore, one‐pot indoline syntheses with o‐bromostyrenes as an application could be achieved.

  通过具有铜介导的辅助串联催化作用的烯烃的双重官能化，可以形成各种C–C和C–X键。此外，可以实现与邻溴苯乙烯的一锅二氢吲哚合成。
• Indium Tribromide Catalyzed Highly Regioselective Ring Opening of Epoxides and Aziridines with Pyrrole
  作者：J. S. Yadav、B. V. S. Reddy、G. Parimala

  DOI：10.1055/s-2002-32575

  日期：——

  Pyrrole reacts smoothly with terminal epoxides in the presence of a catalytic amount of InBr3 under very mild conditions to afford the corresponding C-alkylated pyrroles in high yields. Similarly, activated aziridines also opened by pyrrole under the influence of indium tribromide to afford 2- and 3-alkyl pyrrole derivatives in high yields with high regioselectivity.

  吡咯在非常温和的条件下，在催化量的三溴化铟的存在下，与末端环氧化物顺利反应，生成相应的C-烷基化吡咯，产率较高。同样，在三溴化铟的影响下，活化的氮杂环也被吡咯打开，生成2-和3-烷基吡咯衍生物，产率高且具有很高的区位选择性。
• Efficient and regioselective ring-opening of arylaziridines with alcohols, thiols, amines and N-heteroaromatic compounds using sulphated zirconia
  作者：Josep Llaveria、Araceli Espinoza、Guillermo Negrón、M. Isabel Matheu、Sergio Castillón

  DOI：10.1016/j.tetlet.2012.03.014

  日期：2012.5

  Sulphated zirconia is an efficient catalyst for the regioselective ring-opening of aryl-substituted aziridines. This heterogeneous catalyst can be used several times without loss of activity and is compatible with a variety of acid sensitive and slightly basic nucleophiles.

  硫酸化氧化锆是芳基取代的氮丙啶的区域选择性开环的有效催化剂。这种非均相催化剂可以使用几次而不会失去活性，并且与多种对酸敏感的和稍碱性的亲核试剂相容。
• InCl3-catalyzed regioselective opening of aziridines with heteroaromatics
  作者：J.S Yadav、B.V.S Reddy、Sunny Abraham、G Sabitha

  DOI：10.1016/s0040-4039(02)00015-1

  日期：2002.2

  A variety of N-tosylaziridines undergo ring opening with pyrrole, furan, thiophene and indole in the presence of a catalytic amount of indium trichloride at ambient temperature to afford the corresponding beta-aminoheterocycles in good yields with high regioselectivity. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Yadav; Reddy; Parimala, Journal of Chemical Research - Part S, 2003, # 2, p. 78 - 81
  作者：Yadav、Reddy、Parimala

  DOI：——

  日期：——