(+/-)-benzyl 4-oxocyclohex-2-enecarboxylate | 1357496-18-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-benzyl 4-oxocyclohex-2-enecarboxylate
• CAS: 1357496-18-4
• 化学式: C₁₄H₁₄O₃
• 分子量: 230.263
• InChiKey: OSMDONPLHXQYGQ-UHFFFAOYSA-N

物化性质

• 沸点：
  367.1±42.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  (+/-)-benzyl 4-oxocyclohex-2-enecarboxylate 、 对甲基苯磺酰甲基异腈 在 sodium hydride 、 水 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 4.33h， 以12%的产率得到benzyl 7-oxo-4,5,6,7-tetrahydro-2H-isoindole-4-carboxylate
  参考文献：
  名称：

  Synthesis of 3,4-fused cycloalkanopyrroles by 1,3-dipolar cycloaddition

  摘要：

  The synthesis of a number of 3,4-fused cycloalkanopyrroles bearing substituents on the cycloalkane ring was accomplished by 1,3-dipolar cycloaddition. The yield of the cyclization appeared to depend on the base-sensitivity of the Michael acceptor, but the method is applicable across a broad range of cyclic alpha,beta-unsaturated ketone esters. Functional group transformations can be undertaken following pyrrole synthesis to increase the diversity of cycloalkanopyrroles accessible by this method. One pyrrole thus made is a diester of a conformationally-constrained analogue of porphobilinogen, the precursor of the natural tetrapyrroles. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.013
• 作为产物：
  描述：

  benzyl 2-methoxy-4-((trimethylsilyl)oxy)cyclohex-3-enecarboxylate 在 zinc(II) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以94%的产率得到(+/-)-benzyl 4-oxocyclohex-2-enecarboxylate
  参考文献：
  名称：

  Synthesis of 3,4-fused cycloalkanopyrroles by 1,3-dipolar cycloaddition

  摘要：

  The synthesis of a number of 3,4-fused cycloalkanopyrroles bearing substituents on the cycloalkane ring was accomplished by 1,3-dipolar cycloaddition. The yield of the cyclization appeared to depend on the base-sensitivity of the Michael acceptor, but the method is applicable across a broad range of cyclic alpha,beta-unsaturated ketone esters. Functional group transformations can be undertaken following pyrrole synthesis to increase the diversity of cycloalkanopyrroles accessible by this method. One pyrrole thus made is a diester of a conformationally-constrained analogue of porphobilinogen, the precursor of the natural tetrapyrroles. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.013