methyl 4-(3-(6-hydroxynaphthalen-2-yl)-3-oxopropyl)benzoate | 1334709-49-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: methyl 4-(3-(6-hydroxynaphthalen-2-yl)-3-oxopropyl)benzoate
• 英文别名: Methyl 4-[3-(6-hydroxynaphthalen-2-yl)-3-oxopropyl]benzoate；methyl 4-[3-(6-hydroxynaphthalen-2-yl)-3-oxopropyl]benzoate
• CAS: 1334709-49-7
• 化学式: C₂₁H₁₈O₄
• 分子量: 334.372
• InChiKey: XWQUIDZUPNTTJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对溴苯甲酸甲酯 在 四氢吡咯 、 N-甲基二环己基胺 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 2-二叔丁基膦-1-苯基吲哚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 methyl 4-(3-(6-hydroxynaphthalen-2-yl)-3-oxopropyl)benzoate
  参考文献：
  名称：

  Double Arylation of Allyl Alcohol via a One-Pot Heck Arylation–Isomerization–Acylation Cascade

  摘要：

  A one-pot, two-step catalytic protocol has been developed. A regloselective Heck coupling between aryl bromides and allyl alcohol leads to the generation of arylated allyl alcohols that in situ isomerize to give aldehydes, which then undergo an acylation reaction with a second aryl bromide. A variety of aryl bromides can be employed in both the initial Heck reaction and the acylation, providing easy access to a wide variety of substituted dihydrochalcones.

  DOI：

  10.1021/ol202144z

文献信息

• Double Arylation of Allyl Alcohol via a One-Pot Heck Arylation–Isomerization–Acylation Cascade
  作者：Paul Colbon、Jiwu Ruan、Mark Purdie、Keith Mulholland、Jianliang Xiao

  DOI：10.1021/ol202144z

  日期：2011.10.21

  A one-pot, two-step catalytic protocol has been developed. A regloselective Heck coupling between aryl bromides and allyl alcohol leads to the generation of arylated allyl alcohols that in situ isomerize to give aldehydes, which then undergo an acylation reaction with a second aryl bromide. A variety of aryl bromides can be employed in both the initial Heck reaction and the acylation, providing easy access to a wide variety of substituted dihydrochalcones.