8-allyl-1,2,3,4-tetrahydroquinoline | 80574-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8-allyl-1,2,3,4-tetrahydroquinoline
• 英文别名: 8-(Prop-2-en-1-yl)-1,2,3,4-tetrahydroquinoline；8-prop-2-enyl-1,2,3,4-tetrahydroquinoline
• CAS: 80574-19-2
• 化学式: C₁₂H₁₅N
• 分子量: 173.258
• InChiKey: LQUWXSCHGMZYJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  8-allyl-1,2,3,4-tetrahydroquinoline 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 14.0h， 生成 8-propylkairoline
  参考文献：
  名称：

  Katayama, Hajime; Takatsu, Noriyuki, Chemical and pharmaceutical bulletin, 1981, vol. 29, # 9, p. 2465 - 2477

  摘要：

  DOI：
• 作为产物：
  描述：

  1-allyl-1,2,3,4-tetrahydroquinoline 在 trifluoroborane diethyl ether 作用下， 反应 3.0h， 以80%的产率得到8-allyl-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Claisen rearrangement and cyclization of N-alkenyl-1,2,3,4-tetrahydroquinolines

  摘要：

  DOI：

  10.1007/bf00961117

文献信息

• One-pot Construction of Difluorinated Pyrrolizidine and Indolizidine Scaffolds via Copper-Catalyzed Radical Cascade Annulation
  作者：Xiaoyang Wang、Miao Li、Yanyan Yang、Minjie Guo、Xiangyang Tang、Guangwei Wang

  DOI：10.1002/adsc.201701643

  日期：2018.6.5

  A convenient approach to the synthesis of diverse difluorinated nitrogen‐containing polycycles via a copper‐catalyzed radical cascade annulation of amine‐containing olefins and ethyl bromodifluoroacetate was developed. Three new bonds, including a −CF2 and two C−N bonds, are forged simultaneously in this strategy. Through this strategy, a series of difluorinated pyrrolizidine and indolizidine derivatives

  通过铜催化含胺烯烃和溴代二氟乙酸乙酯的自由基级联环合反应，开发了一种简便的合成多种二氟含氮多环化合物的方法。在此策略中同时伪造了三个新的债券，包括 -CF 2和两个C-N债券。通过这种策略，已经方便地以高收率合成了一系列二氟吡咯烷啶和吲哚唑烷衍生物。
• Katayama, Hajime; Tachikawa, Yoshio; Takatsu, Noriyuki, Chemical and pharmaceutical bulletin, 1983, vol. 31, # 7, p. 2220 - 2233
  作者：Katayama, Hajime、Tachikawa, Yoshio、Takatsu, Noriyuki、Kato, Akira

  DOI：——

  日期：——
• Intramolecular NH/π Complexes of 2-Allylaniline Derivatives in the Ground and Excited States
  作者：Edgar A. Leo、Rosa Tormos、Sandra Monti、Luis R. Domingo、Miguel A. Miranda

  DOI：10.1021/jp046031o

  日期：2005.3.1

  The photochemical and photophysical properties of three 8-allyl-1,2,3,4-tetrahydroquinolines (1a-c) have been studied. These compounds exhibit a 2-allylaniline-like photochemical behavior, undergoing photocyclization to lilolidines (3a-c). The absorption, emission, and excitation spectra of la-c, employing convenient model compounds for comparison, demonstrate the formation of a NH/pi intramolecular ground-state complex (AB). This species can absorb light at long wavelengths (330-340 nm), giving rise to the corresponding excited complex AB*. Emission from AB* is red-shifted (420 nm) with respect to that observed when the monomer A is excited (lambda(exc) = 300 nm). These experimental results have been rationalized by means of density-funtional theory calculations.
• KATAYAMA, HAJIME;TAKATSU, NORIYUKI, CHEM. AND PHARM. BULL., 1981, 29, N 9, 2465-2477
  作者：KATAYAMA, HAJIME、TAKATSU, NORIYUKI

  DOI：——

  日期：——
• KATAYAMA, HAJIME;TACHIKAWA, YOSHIO;TAKATSU, NORIYUKI;KATO, AKIRA, CHEM. AND PHARM. BULL., 1983, 31, N 7, 2220-2233
  作者：KATAYAMA, HAJIME、TACHIKAWA, YOSHIO、TAKATSU, NORIYUKI、KATO, AKIRA

  DOI：——

  日期：——