ethyl 3-methyl-3-(naphthalene-1-ylmethyl)-4-oxopentanoate | 1234581-00-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 3-methyl-3-(naphthalene-1-ylmethyl)-4-oxopentanoate
• 英文别名: Ethyl 3-methyl-3-(naphthalen-1-ylmethyl)-4-oxopentanoate
• CAS: 1234581-00-0
• 化学式: C₁₉H₂₂O₃
• 分子量: 298.382
• InChiKey: PLLGURWXHGJZCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 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：

  在 tris-(dibenzylideneacetone)dipalladium(0) 、 三丁基膦 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以77%的产率得到ethyl 3-methyl-3-(naphthalene-1-ylmethyl)-4-oxopentanoate
  参考文献：
  名称：

  Decarboxylative Benzylations of Alkynes and Ketones

  摘要：

  Benzyl esters of propiolic and beta-keto acids undergo catalytic decarboxylative coupling when treated with appropriate palladium catalysts. Such decarboxylative couplings allow the benzylation of alkynes without the use of strong bases and/or organometallics. This allows the synthesis of sensitive benzylic alkynes that are prone to undergo isomerizations under basic conditions. Additionally, decarboxylation facilitates the site-specific benzylation of diketones and ketoesters under mild, base-free conditions. Ultimately, the methodology described expands our ability to cross-couple medicinally relevant heterocycles.

  DOI：

  10.1021/ja1035557