3-(2,3,4-trimethoxybenzoyl)-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: 3-(2,3,4-trimethoxybenzoyl)-2H-chromen-2-one
• 英文别名: 3-(2,3,4-Trimethoxybenzoyl)chromen-2-one；3-(2,3,4-trimethoxybenzoyl)chromen-2-one
• 化学式: C₁₉H₁₆O₆
• 分子量: 340.332
• InChiKey: JWCGKIAECASBTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  香豆素 、 2,3,4-三甲氧基苯甲醛 在 叔丁基过氧化氢 作用下， 以 水 、 氯苯 为溶剂， 反应 20.0h， 以70%的产率得到3-(2,3,4-trimethoxybenzoyl)-2H-chromen-2-one
  参考文献：
  名称：

  A Regioselective Metal-Free Construction of 3-Aroyl Coumarins by Csp2-H Functionalization

  摘要：

  A successive metal-free TBHP-mediated regioselective C-H functionalization of coumarins toward expedient synthesis of 3-aroyl coumarins is unveiled. The ongoing method conducted through the reaction of either coumarins or coumarin-3-carboxylic acids with aromatic aldehydes. The optimized reaction condition also worked well with benzyl alcohols and styrenes as surrogates for aldehydes, which bear latent carbonyl functionality.

  DOI：

  10.1021/acs.joc.6b02051

文献信息

• A Regioselective Metal-Free Construction of 3-Aroyl Coumarins by Csp2-H Functionalization
  作者：Farnaz Jafarpour、Masoumeh Abbasnia

  DOI：10.1021/acs.joc.6b02051

  日期：2016.12.2

  A successive metal-free TBHP-mediated regioselective C-H functionalization of coumarins toward expedient synthesis of 3-aroyl coumarins is unveiled. The ongoing method conducted through the reaction of either coumarins or coumarin-3-carboxylic acids with aromatic aldehydes. The optimized reaction condition also worked well with benzyl alcohols and styrenes as surrogates for aldehydes, which bear latent carbonyl functionality.