6-methyl-3-(4-methylbenzoyl)-2H-chromen-2-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-methyl-3-(4-methylbenzoyl)-2H-chromen-2-one
• 英文别名: 6-methyl-3-(4-methylbenzoyl)-2H-2-chromenone；6-Methyl-3-(4-methylbenzoyl)chromen-2-one
• 化学式: C₁₈H₁₄O₃
• 分子量: 278.307
• InChiKey: FUFLOZPKCZSDRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对甲基苯甲醛 、 6-甲基香豆素 在 dipotassium peroxodisulfate 、 三辛基甲基硫酸铵 作用下， 以 氯苯 为溶剂， 反应 8.0h， 以78%的产率得到6-methyl-3-(4-methylbenzoyl)-2H-chromen-2-one
  参考文献：
  名称：

  Regioselective transition metal-free acylation of coumarins via cross-dehydrogenative coupling reaction of coumarins and aldehydes

  摘要：

  A transition metal-free cross-dehydrogenative coupling reaction is described for the preparation of 3-acylcoumarins. Heating a mixture of a coumarin, an aldehyde, and the K2S2O8/Aliquat 336 system in chlorobenzene at 100 degrees C for 8 h regioselectively afforded the corresponding 3-acylcoumarin derivatives in good to excellent yields. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2016.06.061

文献信息

• Condensation of α-Aroylketene Dithioacetals and 2-Hydroxyarylaldehydes Results in Facile Synthesis of a Combinatorial Library of 3-Aroylcoumarins
  作者：H. Surya Prakash Rao、S. Sivakumar

  DOI：10.1021/jo061372e

  日期：2006.11.1

  facile, convenient, efficient, and high yielding synthesis of a combinatorial library of 3-aroylcoumarins has been developed by the condensation of easily available α-aroylketene dithioacetals (AKDTAs) and 2-hydroxybenzaldehydes (salicylaldehydes)/2-hydroxy-1-naphthaldehyde in the presence of catalytic amount of piperidine in THF reflux. The condensation of ferrocene derived α-aroylketene dithioacetal

  通过将易得的α-芳基烯酮二硫缩醛（AKDTAs）与2-羟基苯甲醛（水杨醛）/ 2-羟基-1-萘醛缩合，已开发出一种简便，便捷，高效且高收率的3-aroyl香豆素组合文库的合成方法。在催化量的哌啶存在下于四氢呋喃回流中。二茂铁衍生的α-芳基烯酮二硫缩醛与2-羟基苯甲醛的香豆素缩合，安装在二茂铁平台上。
• Regioselective transition metal-free acylation of coumarins via cross-dehydrogenative coupling reaction of coumarins and aldehydes
  作者：Mehdi Adib、Saideh Rajai-Daryasarei、Rahim Pashazadeh、Mahnaz Tajik、Peiman Mirzaei

  DOI：10.1016/j.tetlet.2016.06.061

  日期：2016.8

  A transition metal-free cross-dehydrogenative coupling reaction is described for the preparation of 3-acylcoumarins. Heating a mixture of a coumarin, an aldehyde, and the K2S2O8/Aliquat 336 system in chlorobenzene at 100 degrees C for 8 h regioselectively afforded the corresponding 3-acylcoumarin derivatives in good to excellent yields. (C) 2016 Elsevier Ltd. All rights reserved.