2′-benzoyl-5′-chloroacetophenone | 1092399-81-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2′-benzoyl-5′-chloroacetophenone
• 英文别名: 1-(2-benzoyl-5-chlorophenyl)-ethanone
• CAS: 1092399-81-9
• 化学式: C₁₅H₁₁ClO₂
• 分子量: 258.704
• InChiKey: YCUYWKCCVXDNCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2′-benzoyl-5′-chloroacetophenone 在 水 、 sodium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以83%的产率得到2,11-dichloro-13b-phenylbenzo[a]indeno[1,2-c]fluorene-9,14(8bH,13bH)-dione
  参考文献：
  名称：

  Regioselective quadruple domino aldolization/aldol condensation/Michael/SNAr-cyclization: construction of hexacyclic indeno-fused C-nor-D-homo-steroid frameworks

  摘要：

  An operationally simple and highly atom-economic anionic quadruple domino reaction sequence for the synthesis of hexacyclic indeno-fused naphthalene/quinoline molecules having structural resemblance with the C-nor-D-homo-steroid nucleus has been developed. Promoter and solvent specificity, regioselectivity and mechanistic details were experimentally established. Catalyst concentration and solvent dependent switching of domino steps creating four new C-C bonds are discussed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.01.059
• 作为产物：
  描述：

  苯甲酸 在 氯化亚砜 、 lead(IV) tetraacetate 、 一水合肼 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 2′-benzoyl-5′-chloroacetophenone
  参考文献：
  名称：

  Regioselective quadruple domino aldolization/aldol condensation/Michael/SNAr-cyclization: construction of hexacyclic indeno-fused C-nor-D-homo-steroid frameworks

  摘要：

  An operationally simple and highly atom-economic anionic quadruple domino reaction sequence for the synthesis of hexacyclic indeno-fused naphthalene/quinoline molecules having structural resemblance with the C-nor-D-homo-steroid nucleus has been developed. Promoter and solvent specificity, regioselectivity and mechanistic details were experimentally established. Catalyst concentration and solvent dependent switching of domino steps creating four new C-C bonds are discussed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.01.059

文献信息

• Polystyrene-Supported Iodobenzene Diacetate (PSIBD)–Mediated Synthesis of 1,2-Diacylbenzenes from 2-Hydroxyaryl Aldehyde/Ketone Acylhydrazones
  作者：Sunil Kumar、Devinder Kumar

  DOI：10.1080/00397910802213752

  日期：2008.10.22

  Abstract Synthesis of some new 1,2-diacylbenzenes is described by the oxidation of 2-hydroxyaryl aldehyde/ketone acylhydrazones using polystyrene-supported iodobenzene diacetate (PSIBD) in good yield.

  摘要 通过使用聚苯乙烯负载的碘苯二乙酸酯 (PSIBD) 氧化 2-羟基芳醛/酮酰基腙，以良好的收率合成了一些新的 1,2-二酰基苯。