3-phenylseleno-2,3,4,9-tetrahydro-1H-carbazole | 1000683-01-1

• 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: 3-phenylseleno-2,3,4,9-tetrahydro-1H-carbazole
• 英文别名: 3-phenylselanyl-2,3,4,9-tetrahydro-1H-carbazole
• CAS: 1000683-01-1
• 化学式: C₁₈H₁₇NSe
• 分子量: 326.3
• InChiKey: VVDZTXONZLRGSS-UHFFFAOYSA-N

物化性质

• 熔点：
  90-91 °C
• 沸点：
  480.0±45.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3-phenylseleno-2,3,4,9-tetrahydro-1H-carbazole 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83%的产率得到1,2,3,4-四氢咔唑
  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
• 作为产物：
  描述：

  2-(3-butenyl)-3-phenylseleno-1H-indole 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以87%的产率得到3-phenylseleno-2,3,4,9-tetrahydro-1H-carbazole
  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

• 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.