3-phenyl-1-(thiophen-2-yl)butanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-phenyl-1-(thiophen-2-yl)butanone
• 英文别名: 3-phenyl-1-(thiophen-2-yl)butan-1-one；3-Phenyl-1-thiophen-2-ylbutan-1-one
• 化学式: C₁₄H₁₄OS
• 分子量: 230.331
• InChiKey: IVRPILDQELTROH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (+/-)-3-苯基丁酸 在 草酰氯 、 1,2-双(二苯基膦)乙烷氯化镍 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 3-phenyl-1-(thiophen-2-yl)butanone
  参考文献：
  名称：

  Direct ni mediated synthesis of ketones from acyl bromides and grignard reagents

  摘要：

  a catalytic amount of NidppeCl(2) converts an acyl bromide directly into ketones at 0 degrees C in THF in the presence of a Grignard reagent. The described procedure represents a useful way to afford dialkyl, diaryl or alkyl aryl ketones as well as 1,2-diketones. In the adopted reaction conditions double bonds, esters and ketones are unaffected.

  DOI：

  10.1016/0040-4039(95)01936-c

文献信息

• Catalytic Asymmetric Transfer Hydrogenation of <i>trans</i>-Chalcone Derivatives Using BINOL-derived Boro-phosphates
  作者：Fei Na、Susana S. Lopez、Alice Beauseigneur、Lucas W. Hernandez、Zhuoxin Sun、Jon C. Antilla

  DOI：10.1021/acs.orglett.0c02042

  日期：2020.8.7

  Chiral phosphoric-acid-catalyzed asymmetric reductions of trans-chalcones have been investigated in this work. A BINOL-derived boro-phosphate-catalyzed asymmetric transfer hydrogenation of the carbon–carbon double bond of trans-chalcone derivatives employing borane as a hydride source was realized. This methodology provides a convenient procedure to access chiral dihydrochalone derivatives in high

  在这项工作中，已经研究了手性磷酸催化反式查耳酮的不对称还原。利用硼烷作为氢化物来源，实现了反式查尔酮衍生物的碳-碳双键的BINOL衍生的硼磷酸盐催化的不对称转移氢化。该方法提供了在温和条件下以高收率和高对映选择性获得手性二氢氢醌衍生物的简便方法。
• Direct ni mediated synthesis of ketones from acyl bromides and grignard reagents
  作者：Corrado Malanga、Laura A. Aronica、Luciano Lardicci

  DOI：10.1016/0040-4039(95)01936-c

  日期：1995.12

  a catalytic amount of NidppeCl(2) converts an acyl bromide directly into ketones at 0 degrees C in THF in the presence of a Grignard reagent. The described procedure represents a useful way to afford dialkyl, diaryl or alkyl aryl ketones as well as 1,2-diketones. In the adopted reaction conditions double bonds, esters and ketones are unaffected.