5-(dec-1-ynyl)-1,3-dimethyl-1H-pyrazole | 1418137-06-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(dec-1-ynyl)-1,3-dimethyl-1H-pyrazole
• 英文别名: 5-Dec-1-ynyl-1,3-dimethylpyrazole；5-dec-1-ynyl-1,3-dimethylpyrazole
• CAS: 1418137-06-0
• 化学式: C₁₅H₂₄N₂
• 分子量: 232.369
• InChiKey: XRGRNSGQLPQYGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5-氯-1,3-二甲基-1H-吡唑 、 1-癸炔 在 [HBrettPhos]₂[Pd₂Cl₆] 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以76%的产率得到5-(dec-1-ynyl)-1,3-dimethyl-1H-pyrazole
  参考文献：
  名称：

  WO2020229848A5

  摘要：

  公开号：

  WO2020229848A5

文献信息

• WO2020229848A5
  申请人：——

  公开号：WO2020229848A5

  公开（公告）日：2023-08-07
• [EN] COMPLEXES<br/>[FR] COMPLEXES
  申请人：JOHNSON MATTHEY PLC

  公开号：WO2020229848A1

  公开（公告）日：2020-11-19

  A compound of formula (I) wherein M is Pd(II) or Ni(II); X is a halide; R1 and R2 are independently organic groups having 1-20 carbon atoms, or R1 and R2 are linked to form a ring structure with the phosphorus atom; R3 is an organic group having 1-20 carbon atoms; provided that R1, R2, R3 are not each phenyl.
• Heck Alkynylation (Copper-Free Sonogashira Coupling) of Aryl and Heteroaryl Chlorides, Using Pd Complexes of <i>t</i>-Bu₂(<i>p</i>-NMe₂C₆H₄)P: Understanding the Structure–Activity Relationships and Copper Effects
  作者：Xiaotao Pu、Hongbo Li、Thomas J. Colacot

  DOI：10.1021/jo302195y

  日期：2013.1.18

  L2Pd(0) and L2Pd(II) complexes, where L=t-Bu-2(p-NMe2C6H4)P, have been identified as efficient catalyst systems for the Heck alkynylation of a variety of aryl bromides (17 examples) and aryl/heteroaryl chlorides (31 examples) with a range of aryl- and alkyl-acetylenes in excellent yields, under relatively low Pd loadings. The single-crystal X-ray structure determination of the presumably active catalytic species, L2Pd(0), was carried out in this study to better understand the superior activity of the current catalyst system from a structure activity relationship point of view. The P-Pd-P bond angle indicates that the complex is bent (174.7 degrees) in comparison to the perfectly linear (180.0 degrees) structure of the analogous Pd(t-Bu3P)(2). Preliminary mechanistic studies on the negative copper effect and substrate effect of aryl acetylenes were conducted to better understand the cross-coupling pathway of Heck alkynylation.