2,3-dimethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-6-one | 97024-13-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,3-dimethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-6-one
• 英文别名: 2,3-dimethoxy-5,7,8,9-tetrahydro-benzocyclohepten-6-one；2,3-Dimethoxy-5,7,8,9-tetrahydro-benzocyclohepten-6-on；2,3-Dimethoxy-5,6,7,9-tetrahydro-benzo[7]annulen-8-one；2,3-dimethoxy-5,7,8,9-tetrahydrobenzo[7]annulen-6-one
• CAS: 97024-13-0
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: DXSOMQWOEYMXOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-dimethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-6-one 在 potassium tert-butylate 、 sodium hydride 、 叔丁醇 、 苯 作用下， 生成 2,3-dimethoxy-5-(3-oxo-butyl)-5,7,8,9-tetrahydro-benzocyclohepten-6-one
  参考文献：
  名称：

  Fujita, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1959, vol. 79, p. 1192,1195

  摘要：

  DOI：
• 作为产物：
  描述：

  5-(3,4-dimethoxyphenyl)pentan-2-one 在 萘-1,4-二腈 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 7.0h， 生成 2,3-dimethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-6-one
  参考文献：
  名称：

  甲硅烷基醚的分子内亲核加成反应到光敏电子转移（PET）生成的芳烃自由基阳离子上：一种基于非试剂的新型碳环化反应：

  摘要：

  通过向PET生成的芳烃自由基阳离子分子内添加甲硅烷基醚的新碳环化策略已被报道。

  DOI：

  10.1016/0040-4039(93)88123-z

文献信息

• Intramolecular nucleophilic addition of silylenol ether to photosensitized electron transfer (PET) generated arene radical cations: A novel non-reagent based carboannulation reaction:
  作者：Ganesh Pandey、A. Krishna、K. Girija、M. Karthikeyan

  DOI：10.1016/0040-4039(93)88123-z

  日期：1993.10

  A New carboannulation strategy by intramolecular addition of silylenol ether to PET generated arene radical cation is reported.

  通过向PET生成的芳烃自由基阳离子分子内添加甲硅烷基醚的新碳环化策略已被报道。
• Novel potent antagonists of human neuropeptide Y Y5 receptors. Part 2: substituted benzo[a]cycloheptene derivatives
  作者：Hiromichi Itani、Harunobu Ito、Yoshihiko Sakata、Yoshifumi Hatakeyama、Hiroko Oohashi、Yoshinari Satoh

  DOI：10.1016/s0960-894x(02)00002-1

  日期：2002.3

  Novel berizo[a]cycloheptene derivatives were prepared for the purpose of searching new neuropeptide Y-Y5 (NPY-Y5) receptor antagonists, The structure activity relationships Lire described and compound 2o (FR226928) showed the most potent affinity for Y5 receptor of all we prepared and was found to have higher potency and better selectivity for Y5 over Y1 receptor affinities when compared with the known lead compound 1. (C) 2002 Elsevier Science Ltd. All rights reserved.
• New Intramolecular α-Arylation Strategy of Ketones by the Reaction of Silyl Enol Ethers to Photosensitized Electron Transfer Generated Arene Radical Cations:  Construction of Benzannulated and Benzospiroannulated Compounds
  作者：Ganesh Pandey、M. Karthikeyan、A. Murugan

  DOI：10.1021/jo9718612

  日期：1998.5.1

  Efficient intramolecular alpha-arylation of ketones is achieved by the reaction of silyl enol ethers to photosensitized electron transfer (PET) generated arene radical cations. The arene radical cations are generated by one-electron transfer from the excited state of the methoxy-substituted arenes to ground-state 1,4-dicyanonaphthalene (DCN). This arylation strategy has provided the unique opportunity of constructing five- (23), six- (18), seven- (25) and eight-membered (27) benzannulated as well as benzospiroannulated (34) compounds. The explanation for the formation of 27 has been advanced by considering the proximity between the arene radical cation and silyl enol ether due to the self-coiling in the aqueous environment.
• Fujita, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1959, vol. 79, p. 1192,1195
  作者：Fujita

  DOI：——

  日期：——