7,8-dimethoxy-3-methyl-2-phenyl-1,2,4,5-tetrahydro-3H-3-benzazepine | 80355-42-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 7,8-dimethoxy-3-methyl-2-phenyl-1,2,4,5-tetrahydro-3H-3-benzazepine
• 英文别名: 2,3,4,5-tetrahydro-7,8-dimethoxy-2-phenyl-3-methyl-1H-3-benzazepine；7,8-Dimethoxy-3-methyl-4-phenyl-1,2,4,5-tetrahydro-3-benzazepine
• CAS: 80355-42-6
• 化学式: C₁₉H₂₃NO₂
• 分子量: 297.397
• InChiKey: WWKKVDSZYJOIGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7,8-dimethoxy-3-methyl-2-phenyl-1,2,4,5-tetrahydro-3H-3-benzazepine 、 氢溴酸 以51%的产率得到
  参考文献：
  名称：

  SCHMIDHAMMER, H., SCI. PHARM., 1981, 49, N 3, 296-304

  摘要：

  DOI：
• 作为产物：
  描述：

  phenyl(trimethylsilyl)methyl bromide 在 盐酸 、 sodium tetrahydroborate 、 cesium fluoride 作用下， 以 六甲基磷酰三胺 为溶剂， 反应 2.5h， 生成 7,8-dimethoxy-3-methyl-2-phenyl-1,2,4,5-tetrahydro-3H-3-benzazepine
  参考文献：
  名称：

  Fluoride ion promoted reactions of .alpha.-halo silanes: synthesis of stilbenes, epoxides, cyclopropanes, benzazepines, and phthalidylisoquinolines

  摘要：

  Reaction of alpha-halo silanes 1 with CsF in DMF affords stilbenes 5. In the presence of added aldehydes, epoxides 6 are obtained, while with electron-deficient olefins the corresponding cyclopropanes 7 are formed. A similar reaction of 1a with iminium compounds 8 in HMPA leads to 2-phenyl-3-benzazepines 12, whereas 1b or 17 furnishes phthalidylisoquinolines 15.

  DOI：

  10.1021/jo00012a024

文献信息

• A Synthesis of 3-Phenyl-1,2,3,4-tetrahydroisoquinoline and 2-Phenyl-1,2,4,5-tetrahydro-3H-3-benzazepine via Pummerer-Type Cyclization: Enhancing Effect of Boron Trifluoride Diethyl Etherate on the Cyclization.
  作者：Toshiaki SAITOH、Tsuyoshi ICHIKAWA、Yoshie HORIGUCHI、Jun TODA、Takehiro SANO

  DOI：10.1248/cpb.49.979

  日期：——

  vinyl sulfides (8a, b), non-cyclized products, as a major product. The cyclization proceeded when boron trifluoride diethyl etherate was used as an additive reagent, thus giving rise to the corresponding cyclized products (7a) and (7b) in moderate yields. We propose that the enhancing effect of the Lewis acid on the cyclization may be attributable to the involvement of a dicationic intermediate, sulfonium-carbenium

  6,7-二甲氧基-3-苯基-1,2,3,4-四氢异喹啉（14a）和7,8-二甲氧基-2-苯基-1,2,4,5-四氢-3H-3-的合成通过将N-（3,4-二甲氧基苯基）甲基-1-苯基-2-（苯基亚磺酰基）乙基甲酰胺（6a）和N-2-（3,4-二甲氧基苯基）乙基-1-环化获得苯并ze庚因（14b）分别使用Pummerer反应作为关键步骤的苯基-2-（苯基亚磺酰基）-乙基甲酰胺（6b）。在三氟乙酸酐的常规条件下，6a，b的Pummerer反应产生了作为主要产物的非环化产物乙烯基硫化物（8a，b）。当三氟化硼二乙基醚化硼用作添加剂时，进行环化反应，从而以中等收率得到相应的环化产物（7a）和（7b）。
• Fluoride ion promoted reactions of .alpha.-halo silanes: synthesis of stilbenes, epoxides, cyclopropanes, benzazepines, and phthalidylisoquinolines
  作者：Satinder V. Kessar、Paramjit Singh、Nachhattar Pal Kaur、Usha Chawla、Kalpana Shukla、Punam Aggarwal、D. Venugopal

  DOI：10.1021/jo00012a024

  日期：1991.6

  Reaction of alpha-halo silanes 1 with CsF in DMF affords stilbenes 5. In the presence of added aldehydes, epoxides 6 are obtained, while with electron-deficient olefins the corresponding cyclopropanes 7 are formed. A similar reaction of 1a with iminium compounds 8 in HMPA leads to 2-phenyl-3-benzazepines 12, whereas 1b or 17 furnishes phthalidylisoquinolines 15.
• SCHMIDHAMMER, H., SCI. PHARM., 1981, 49, N 3, 296-304
  作者：SCHMIDHAMMER, H.

  DOI：——

  日期：——