1-formyl-2,3,4,5-tetrahydro-1H-azepine | 61157-71-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吖庚因类
• 英文名称: 1-formyl-2,3,4,5-tetrahydro-1H-azepine
• 英文别名: 2,3,4,5-tetrahydro-1H-azepine-1-carbaldehyde；2,3,4,5-tetrahydroazepine-1-carbaldehyde
• CAS: 61157-71-9
• 化学式: C₇H₁₁NO
• 分子量: 125.17
• InChiKey: LUUDLADWZRFERJ-UHFFFAOYSA-N

物化性质

• 沸点：
  108-111 °C(Press: 15 Torr)
• 密度：
  1.087±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-formyl-2,3,4,5-tetrahydro-1H-azepine 在 silver orthophosphate 、 Pd⁽⁰⁾-(R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl 、 苯基溴化镁 作用下， 以 四氢呋喃 为溶剂， 生成 5,6,7,8-Tetrahydro-pyrrolo[1,2-a]azepin-3-one
  参考文献：
  名称：

  Asymmetric Heck cyclization route to indolizidine and azaazulene alkaloids: synthesis of (+)-5-epiindolizidine 167B and indolizidine 223AB

  摘要：

  Asymmetric intramolecular Heck cyclization of endocyclic enamides occurs at room temperature to give indoloizidine and azaazulene ring systems in up to 86% enantiomeric excess. A synthesis of (+)-epiindolizidine 167B and formal synthesis of 5E,9Z-indolizidine 223AB is described. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01361-2
• 作为产物：
  描述：

  2-甲氧基-1-氮杂环庚烷甲醛 、 溴化铵 生成 1-formyl-2,3,4,5-tetrahydro-1H-azepine
  参考文献：
  名称：

  EBERSON, L.;MALMBERG, M.;NYBERG, K., ACTA CHEM. SCAND., 1984, 38, N 5, 391-396

  摘要：

  DOI：

文献信息

• Regiocontrolled synthesis of (hetero)aryl and alkenyl dehydropyrrolidines, dehydropiperidines and azepenes by Ru-catalyzed, heteroatom-directed α-C–H activation/cross-coupling of cyclic enamides with boronic acids
  作者：Timothy K. Beng、Spencer Langevin、Hannah Braunstein、Monique Khim

  DOI：10.1039/c5ob02263k

  日期：——

  The synthesis of α-aryl and alkenyl pyrrolidine-, piperidine-, and azepane derivatives, through the intermediacy of cyclic enamides is described. The desired outcome is achieved through ruthenium-catalyzed, site-selective sp2 C–H activation/cross-coupling with aryl and alkenyl boronic acids. The regioselectivity (α-sp2vs. α-sp3vs. β-sp2 C–H functionalization) is governed by the rate differences between

  描述了通过环酰胺的中间体合成α-芳基和烯基吡咯烷-，哌啶-和氮杂环庚烷衍生物。理想的结果是通过钌催化的，位点选择性的sp 2 C H活化/与芳基和烯基硼酸交叉偶联而实现的。区域选择性（α-SP 2 VS。α-SP 3 VS。β-SP 2 C-H官能化）是通过SP之间的速率差支配2和SP 3的钌金属和之间C-H活化和必要性螯合羰基导向基团。
• Iridium-catalyzed α-alkynylation of cyclic nonaromatic eneformamides: application to the synthesis of azapolycyclic architectures
  作者：Timothy K. Beng、Francine Wanjiku

  DOI：10.1039/c9nj00003h

  日期：——

  A regioselective and chelation-assisted dehydrogenative alkynylation of cyclic nonaromatic eneformamides with terminal alkynes, under iridium catalysis, is described.

  一种在铱催化下进行的具有区域选择性和螯合辅助的环状非芳香烯酰胺与末端炔烃的脱氢烯基化反应被描述。
• Eberson, Lennart; Malmberg, Mats; Nyberg, Klas, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1984, vol. 38, # 5, p. 391 - 396
  作者：Eberson, Lennart、Malmberg, Mats、Nyberg, Klas

  DOI：——

  日期：——
• Asymmetric Heck cyclization route to indolizidine and azaazulene alkaloids: synthesis of (+)-5-epiindolizidine 167B and indolizidine 223AB
  作者：Kurt Kiewel、Mathew Tallant、Gary A Sulikowski

  DOI：10.1016/s0040-4039(01)01361-2

  日期：2001.9

  Asymmetric intramolecular Heck cyclization of endocyclic enamides occurs at room temperature to give indoloizidine and azaazulene ring systems in up to 86% enantiomeric excess. A synthesis of (+)-epiindolizidine 167B and formal synthesis of 5E,9Z-indolizidine 223AB is described. (C) 2001 Elsevier Science Ltd. All rights reserved.
• EBERSON, L.;MALMBERG, M.;NYBERG, K., ACTA CHEM. SCAND., 1984, 38, N 5, 391-396
  作者：EBERSON, L.、MALMBERG, M.、NYBERG, K.

  DOI：——

  日期：——