1-(benzyloxy)-3-(naphthalen-2-yl)but-3-en-2-yl acetate | 1236004-21-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(benzyloxy)-3-(naphthalen-2-yl)but-3-en-2-yl acetate
• CAS: 1236004-21-9
• 化学式: C₂₃H₂₂O₃
• 分子量: 346.426
• InChiKey: YKJMFSDZSROTBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.0
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-碘萘 、 sodium acetate 、 ((buta-2,3-dien-1-yloxy)methyl)benzene 在 palladium diacetate 、 三苯基膦 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 生成 1-(benzyloxy)-3-(naphthalen-2-yl)but-3-en-2-yl acetate 、 、 [(Z)-2-naphthalen-2-yl-4-phenylmethoxybut-2-enyl] acetate
  参考文献：
  名称：

  Palladium-catalysed synthesis of allyl acetates from allenes

  摘要：

  Allyl acetates were synthesised from allenes utilising methodology based on the general reactivity of pi-allyl palladium intermediates which participate efficiently in transformations involving nucleophiles. Reactions of allenes and aryl iodides in the presence of AcONa and Pd(OAc)(2)/PPh3 as the catalytic system afforded allyl acetates in moderate to good yields. Monosubstituted allenes, depending on their structure, produced either a separable mixture of two regioisomeric products or a single regioisomer. As allylic acetates can be easily hydrolysed, the methodology is applicable for the synthesis of allyl alcohols as well. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.136