4-[3-(4-bromophenyl)-1-(4-methylphenylsulfonyl)-1H-2-indolyl]-2-butanone | 374606-77-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-[3-(4-bromophenyl)-1-(4-methylphenylsulfonyl)-1H-2-indolyl]-2-butanone
• 英文别名: 4-{3-(4-bromophenyl)-1-[(4-methylphenyl)sulfonyl]-1H-indol-2-yl}butan-2-one；4-[3-(4-bromophenyl)-1-(4-methylphenyl)sulfonylindol-2-yl]butan-2-one
• CAS: 374606-77-6
• 化学式: C₂₅H₂₂BrNO₃S
• mdl: MFCD01958696
• 分子量: 496.425
• InChiKey: UMZCVSDOOOJNMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  64.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[3-(4-bromophenyl)-1-(4-methylphenylsulfonyl)-1H-2-indolyl]-2-butanone 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以54%的产率得到4-[3-(4-bromophenyl)-1H-2-indolyl]-2-butanone
  参考文献：
  名称：

  Simple route to 3-(2-indolyl)-1-propanones via a furan recyclization reaction

  摘要：

  A simple route to 1-R-3-(2-indolyl)-1-propanones has been elaborated based on recyclization of 2-(2-aminobenzyl)furan derivatives. Being a modification of the Reissert indole synthesis, our approach employs the furan ring as a source of carbonyl function. This approach is general and allows varying of substituents in aromatic ring as well as in 3-position of indole nucleus. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.056
• 作为产物：
  描述：

  2-氨基-4'-溴二苯甲酮 在 吡啶 、 盐酸 、 sodium tetrahydroborate 、 三氟化硼乙醚 作用下， 以 乙醇 、 苯 为溶剂， 反应 0.5h， 生成 4-[3-(4-bromophenyl)-1-(4-methylphenylsulfonyl)-1H-2-indolyl]-2-butanone
  参考文献：
  名称：

  Simple route to 3-(2-indolyl)-1-propanones via a furan recyclization reaction

  摘要：

  A simple route to 1-R-3-(2-indolyl)-1-propanones has been elaborated based on recyclization of 2-(2-aminobenzyl)furan derivatives. Being a modification of the Reissert indole synthesis, our approach employs the furan ring as a source of carbonyl function. This approach is general and allows varying of substituents in aromatic ring as well as in 3-position of indole nucleus. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.056

文献信息

• Simple route to 3-(2-indolyl)-1-propanones via a furan recyclization reaction
  作者：Alexander V. Butin、Sergey K. Smirnov、Tatyana A. Stroganova、Wolfgang Bender、Gennady D. Krapivin

  DOI：10.1016/j.tet.2006.10.056

  日期：2007.1

  A simple route to 1-R-3-(2-indolyl)-1-propanones has been elaborated based on recyclization of 2-(2-aminobenzyl)furan derivatives. Being a modification of the Reissert indole synthesis, our approach employs the furan ring as a source of carbonyl function. This approach is general and allows varying of substituents in aromatic ring as well as in 3-position of indole nucleus. (c) 2006 Elsevier Ltd. All rights reserved.