3-(1-phenylethyl)-1-phenylsulfonyl-1H-indole | 1000974-06-0

• 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-(1-phenylethyl)-1-phenylsulfonyl-1H-indole
• 英文别名: 1-(Benzenesulfonyl)-3-(1-phenylethyl)indole
• CAS: 1000974-06-0
• 化学式: C₂₂H₁₉NO₂S
• 分子量: 361.464
• InChiKey: ZFIDODXVWQNCMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  47.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯乙烯 、 N-苯磺酸吲哚 在 gold(III) chloride 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 16.67h， 以93%的产率得到3-(1-phenylethyl)-1-phenylsulfonyl-1H-indole
  参考文献：
  名称：

  Development and Initial Application of a Hybridization-Independent, DNA-Encoded Reaction Discovery System Compatible with Organic Solvents

  摘要：

  We have developed and applied an approach to reaction discovery that takes advantage of DNA encoding, DNA-programmed assembly of substrate pairs, in vitro selection, and PCR amplification, yet does not require reaction conditions that support DNA hybridization. This system allows the simultaneous evaluation of > 200 potential bond-forming combinations of substrates in a single experiment and can be applied in a range of solvent and temperature conditions. In an initial application, we applied this system to explore Au(III)-mediated chemistry and uncovered a simple, mild method for the selective Markovnikov-type hydroarylation of vinyl arenes and trisubstituted olefins with indoles.

  DOI：

  10.1021/ja074155j

文献信息

• Development and Initial Application of a Hybridization-Independent, DNA-Encoded Reaction Discovery System Compatible with Organic Solvents
  作者：Mary M. Rozenman、Matthew W. Kanan、David R. Liu

  DOI：10.1021/ja074155j

  日期：2007.12.1

  We have developed and applied an approach to reaction discovery that takes advantage of DNA encoding, DNA-programmed assembly of substrate pairs, in vitro selection, and PCR amplification, yet does not require reaction conditions that support DNA hybridization. This system allows the simultaneous evaluation of > 200 potential bond-forming combinations of substrates in a single experiment and can be applied in a range of solvent and temperature conditions. In an initial application, we applied this system to explore Au(III)-mediated chemistry and uncovered a simple, mild method for the selective Markovnikov-type hydroarylation of vinyl arenes and trisubstituted olefins with indoles.