2-methoxy-6-(4-phenylbuta-1,3-diynyl)naphthalene | 1620636-40-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methoxy-6-(4-phenylbuta-1,3-diynyl)naphthalene
• 英文别名: 2-Methoxy-6-(4-phenylbuta-1,3-diynyl)naphthalene
• CAS: 1620636-40-9
• 化学式: C₂₁H₁₄O
• 分子量: 282.342
• InChiKey: HCBKMFCKELAXRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯乙炔 在 正丁基锂 、 copper(II) ferrite 、 caesium carbonate 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 11.0h， 生成 2-methoxy-6-(4-phenylbuta-1,3-diynyl)naphthalene
  参考文献：
  名称：

  Cu-Catalyzed Fe-Driven C_sp–C_sp and C_sp–C_sp2 Cross-Coupling: An Access to 1,3-Diynes and 1,3-Enynes

  摘要：

  An efficient Csp-Csp cross-coupling of alkynyl bromide and pinacol ester of alkynyl boronic acid catalyzed by CuFe2O4 nanoparticles has been accomplished in dimethyl carbonate to produce unsymmetric 1,3-diynes. This protocol is also extended for the Csp-Csp2 coupling of alkynyl bromide and alkenyl boronic acid to provide conjugated 1,3-enynes. The aliphatic, aromatic, and heteroaromatic alkynes couple with various substituted alkynyl/alkenyl boronates/boronic acids by this procedure to furnish a library of 1,3-diynes and enynes in high yields. The catalyst was easily separated by an external magnet and recycled 10 times.

  DOI：

  10.1021/jo5011069

文献信息

• Cu-Catalyzed Fe-Driven C_sp–C_sp and C_sp–C_sp2 Cross-Coupling: An Access to 1,3-Diynes and 1,3-Enynes
  作者：Sabir Ahammed、Debasish Kundu、Brindaban C. Ranu

  DOI：10.1021/jo5011069

  日期：2014.8.15

  An efficient Csp-Csp cross-coupling of alkynyl bromide and pinacol ester of alkynyl boronic acid catalyzed by CuFe2O4 nanoparticles has been accomplished in dimethyl carbonate to produce unsymmetric 1,3-diynes. This protocol is also extended for the Csp-Csp2 coupling of alkynyl bromide and alkenyl boronic acid to provide conjugated 1,3-enynes. The aliphatic, aromatic, and heteroaromatic alkynes couple with various substituted alkynyl/alkenyl boronates/boronic acids by this procedure to furnish a library of 1,3-diynes and enynes in high yields. The catalyst was easily separated by an external magnet and recycled 10 times.