Ethyl p-2-butenylbenzoate | 151073-75-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ethyl p-2-butenylbenzoate
• 英文别名: Ethyl 4-but-2-enylbenzoate
• CAS: 151073-75-5
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: NKGFUCSNUVBVBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  crotyl acetate 、 4-溴苯甲酸乙酯 在 溶剂黄146 、 cobalt(II) bromide 溴苯 、 zinc dibromide 、 锌 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以21%的产率得到Ethyl p-2-butenylbenzoate
  参考文献：
  名称：

  使用钴催化剂在芳基卤化物和乙酸烯丙酯之间进行新的化学交叉偶联。

  摘要：

  [反应：见正文]芳族卤化物和乙酸烯丙酯的钴催化偶联反应易于在温和条件下，在适当的还原剂存在下，在纯乙腈（芳基溴化物）中或在乙腈/吡啶混合物中产生烯丙基芳族衍生物。 （芳基氯化物）。

  DOI：

  10.1021/ol0340641

文献信息

• Nickel-catalysed cross-electrophile coupling of aryl bromides and primary alkyl bromides
  作者：Nanxing Gao、Yanshun Li、Dawei Teng

  DOI：10.1039/d2ra00010e

  日期：——

  primary alkylated arenes plays an important role in the molecular action of drugs and natural products. The nickel/spiro-bidentate-pyox catalysed cross-electrophile coupling of aryl bromides and primary alkyl bromides was developed for the formation of the Csp2–Csp3 bond, which provided an efficient method for the synthesis of primary alkylated arenes. The reactions could tolerate functional groups

  伯烷基化芳烃的结构在药物和天然产物的分子作用中起着重要作用。开发了镍/螺二齿-pyox催化的芳基溴和伯烷基溴的交叉亲电子偶联反应，用于形成Csp 2 –Csp 3键，为伯烷基化芳烃的合成提供了一种有效的方法。该反应可以耐受酯、醛、酮、醚、苄基和酰亚胺等官能团。
• The direct formation of functionalized alkyl(aryl)zinc halides by oxidative addition of highly reactive zinc with organic halides and their reactions with acid chlorides, .alpha.,.beta.-unsaturated ketones, and allylic, aryl, and vinyl halides
  作者：Lishan Zhu、Richard M. Wehmeyer、Reuben D. Rieke

  DOI：10.1021/jo00004a021

  日期：1991.2

  Highly reactive zinc, prepared by the lithium naphthalenide reduction of ZnCl2, readily undergoes oxidative addition to alkyl, aryl, and vinyl halides under mild conditions to generate the corresponding organozinc compounds in excellent yields. Significantly, the reaction will tolerate a spectrum of functional groups on the organic halides. Accordingly, this approach can now be used to prepare a wide variety of highly functionalized organozinc compounds. In the presence of Cu(I) salts, the organozinc compounds cross-couple with acid chlorides, conjugatively add to alpha,beta-unsaturated ketones, and regioselectively undergo S(N)2' substitution reactions with allylic halides. They also cross-couple with aryl or vinyl halides with Pd(0) catalysts.