2-(2-hydroxybenzoyl)benzaldehyde

• 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-(2-hydroxybenzoyl)benzaldehyde
• 化学式: C₁₄H₁₀O₃
• 分子量: 226.232
• InChiKey: ACNKOTWBDBEPLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-hydroxybenzoyl)benzaldehyde 以 二甲基亚砜 为溶剂， 反应 72.0h， 以85%的产率得到3-(2-hydroxyphenyl)isobenzofuran-1(3H)-one
  参考文献：
  名称：

  Nucleophile- or Light-Induced Synthesis of 3-Substituted Phthalides from 2-Formylarylketones

  摘要：

  The surprisingly facile conversion (isomerization) of 2-formyl-arylketones into 3-substituted phthalides, as observed for the marine natural product pestalone and its per-O-methylated derivative, was investigated using a series of simple 2-acylbenzaldehydes as substrates. The transformation generally proceeds smoothly in DMSO, either in a Cannlzarro-Tishchenko-type reaction under nucleophile catalysis (NaCN) or under photochemical conditions (DMSO, 350 nm).

  DOI：

  10.1021/ol300757m
• 作为产物：
  描述：

  亚水杨基水杨基肼 在 lead(IV) acetate 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以80%的产率得到2-(2-hydroxybenzoyl)benzaldehyde
  参考文献：
  名称：

  A NOVEL AND FACILE SYNTHESIS OFO-ACYLBENZALDEHYDES

  摘要：

  DOI：

  10.1080/00304949809355276

文献信息

• <i>N</i>-Capping of Primary Amines with 2-Acyl-benzaldehydes To Give Isoindolinones
  作者：Daniel Augner、Dario C. Gerbino、Nikolay Slavov、Jörg-Martin Neudörfl、Hans-Günther Schmalz

  DOI：10.1021/ol202271k

  日期：2011.10.7

  A unique reactivity pattern, first observed in the conversion of the marine natural product pestalone into pestalachloride A, was investigated. It was shown that 2-formyl-arylketones smoothly react with ammonia and primary amines, respectively, under mild conditions to afford 3-substituted isoindolinones in high yield. The reaction represents a new option for the derivatization (N-capping) of primary amines. As the substrates are readily accessible the methodology opens a short and modular access to pharmaceutically relevant substituted isoindolinones.
• US7374749B2
  申请人：——

  公开号：US7374749B2

  公开（公告）日：2008-05-20
• Nucleophile- or Light-Induced Synthesis of 3-Substituted Phthalides from 2-Formylarylketones
  作者：Dario C. Gerbino、Daniel Augner、Nikolay Slavov、Hans-Günther Schmalz

  DOI：10.1021/ol300757m

  日期：2012.5.4

  The surprisingly facile conversion (isomerization) of 2-formyl-arylketones into 3-substituted phthalides, as observed for the marine natural product pestalone and its per-O-methylated derivative, was investigated using a series of simple 2-acylbenzaldehydes as substrates. The transformation generally proceeds smoothly in DMSO, either in a Cannlzarro-Tishchenko-type reaction under nucleophile catalysis (NaCN) or under photochemical conditions (DMSO, 350 nm).
• A NOVEL AND FACILE SYNTHESIS OF<i>O</i>-ACYLBENZALDEHYDES
  作者：Antigoni Kotali、Maria Papapetrou、Vassilios Dimos、Philip A. Harris

  DOI：10.1080/00304949809355276

  日期：1998.4