1-benzyl-3-(1-phenylethyl)-1H-indole | 1000683-03-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-benzyl-3-(1-phenylethyl)-1H-indole
• 英文别名: 3-(1-phenylethyl)-1-benzyl-1H-indole；1-Benzyl-3-(1-phenylethyl)indole；1-benzyl-3-(1-phenylethyl)indole
• CAS: 1000683-03-3
• 化学式: C₂₃H₂₁N
• 分子量: 311.426
• InChiKey: OADBURLZYRPJRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  1-benzyl-3-(1-phenyl-2-phenylselenoethyl)-1H-indole 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以95%的产率得到1-benzyl-3-(1-phenylethyl)-1H-indole
  参考文献：
  名称：

  Novel Brønsted Acid Catalyzed Three-Component Alkylations of Indoles with N-Phenylselenophthalimide and Styrenes

  摘要：

  Novel and efficient Bronsted acid (p-TsOH) catalyzed inter- and intramolecular Friedel-Crafts alkylations have been developed to synthesize selenated three-component coupling and selenation-cyclization indole derivatives. Chemical removal of the phenylseleno moiety was investigated, and the reaction mechanisms were discussed.

  DOI：

  10.1021/ol7024795

文献信息

• A highly efficient route to C-3 alkyl-substituted indoles via a metal-free transfer hydrogenation
  作者：Cai Chen、Huan-Xi Feng、Zhi-Long Li、Pin-Wen Cai、Yan-Kai Liu、Lian-Hai Shan、Xian-Li Zhou

  DOI：10.1016/j.tetlet.2014.05.064

  日期：2014.7

  A highly efficient route to C-3 alkyl-substituted indoles via completely metal-free catalytic transfer hydrogenation of 3-indolemethanols was developed. This process proceeds via vinylogous iminium intermediates formed in situ in the presence of Brønsted acids, and Hantzsch ester is used as the reductant. The reduction works extremely well with a large substrate scope, and the yields exceed 90% in

  开发了通过3-吲哚甲醇的完全无金属催化转移加氢制取C-3烷基取代的吲哚的高效途径。该过程是通过在布朗斯台德酸的存在下原位形成的乙烯基亚胺基中间体进行的，汉茨酯用作还原剂。在较大的基材范围内，还原效果非常好，几乎在所有情况下，成品率均超过90％。
• Novel Brønsted Acid Catalyzed Three-Component Alkylations of Indoles with <i>N</i>-Phenylselenophthalimide and Styrenes
  作者：Xiaodan Zhao、Zhengkun Yu、Tongyu Xu、Ping Wu、Haifeng Yu

  DOI：10.1021/ol7024795

  日期：2007.12.1

  Novel and efficient Bronsted acid (p-TsOH) catalyzed inter- and intramolecular Friedel-Crafts alkylations have been developed to synthesize selenated three-component coupling and selenation-cyclization indole derivatives. Chemical removal of the phenylseleno moiety was investigated, and the reaction mechanisms were discussed.