1-benzoyl-1-formylcyclopropane | 1026060-51-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-benzoyl-1-formylcyclopropane
• 英文别名: 1-Benzoylcyclopropane-1-carbaldehyde
• CAS: 1026060-51-4
• 化学式: C₁₁H₁₀O₂
• 分子量: 174.199
• InChiKey: YHZJSAKAZQDEKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzoyl-1-formylcyclopropane 在 盐酸羟胺 、 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 5'-Hydroxy-5'-phenyl-4',5'-dihydrospiro(cyclopropane-1,4'-isoxazole)
  参考文献：
  名称：

  Thermal Ring-Expansion of N-Acyl Cyclopropyl Imines

  摘要：

  The FVT of N-acyl cyclopropyl imines with methyl, phenyl, and acyl substituents at C-1 or C-2 of the cyclopropyl ring has been studied. The parent N-acyl cyclopropyl imine and N-acyl methylcyclopropyl imines gave no ring-expansion products but ring-opened mixtures, decomposed fragments, and polymerization tars after FVT, whereas N-acyl phenylcyclopropyl imines and N-acyl acylcyclopropyl imines generated ring-expansion products, X-pyrrolines. It demonstrates the first study on the thermal rearrangement of N-acyl cyclopropyl imines.

  DOI：

  10.1021/jo00082a020
• 作为产物：
  描述：

  ethyl 1-benzoylcyclopropanecarboxylate 在 lithium aluminium tetrahydride 、 pyridinium chlorochromate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 21.5h， 生成 1-benzoyl-1-formylcyclopropane
  参考文献：
  名称：

  Thermal Ring-Expansion of N-Acyl Cyclopropyl Imines

  摘要：

  The FVT of N-acyl cyclopropyl imines with methyl, phenyl, and acyl substituents at C-1 or C-2 of the cyclopropyl ring has been studied. The parent N-acyl cyclopropyl imine and N-acyl methylcyclopropyl imines gave no ring-expansion products but ring-opened mixtures, decomposed fragments, and polymerization tars after FVT, whereas N-acyl phenylcyclopropyl imines and N-acyl acylcyclopropyl imines generated ring-expansion products, X-pyrrolines. It demonstrates the first study on the thermal rearrangement of N-acyl cyclopropyl imines.

  DOI：

  10.1021/jo00082a020

文献信息

• Regioselective synthesis of 6-aryl-5-(chloroethyl)salicylates by domino ‘[3+3] cyclization/homo-Michael’ reactions of 1,3-bis(silyloxy)-1,3-butadienes with 1-formyl- and 1-acetyl-1-aroyl-cyclopropanes
  作者：Abdolmajid Riahi、Matthias Lau、Helmut Reinke、Christine Fischer、Peter Langer

  DOI：10.1016/j.tet.2009.04.019

  日期：2009.7

  Functionalized 3-aryl-4-(chloroethyl)phenols are regioselectively prepared by domino '[3+3] cyclization/homo-Michael' reactions of 1,3-bis(silyloxy)-1,3-butadienes with 1-formyl- and 1-acetyl-1-aroyl-cyclopropanes. (C) 2009 Elsevier Ltd. All rights reserved.
• Thermal Ring-Expansion of N-Acyl Cyclopropyl Imines
  作者：Pei-Lin Wu、Wen-Shan Wang

  DOI：10.1021/jo00082a020

  日期：1994.2

  The FVT of N-acyl cyclopropyl imines with methyl, phenyl, and acyl substituents at C-1 or C-2 of the cyclopropyl ring has been studied. The parent N-acyl cyclopropyl imine and N-acyl methylcyclopropyl imines gave no ring-expansion products but ring-opened mixtures, decomposed fragments, and polymerization tars after FVT, whereas N-acyl phenylcyclopropyl imines and N-acyl acylcyclopropyl imines generated ring-expansion products, X-pyrrolines. It demonstrates the first study on the thermal rearrangement of N-acyl cyclopropyl imines.