2-But-2-ynyl-4-methylbenzaldehyde | 1383123-72-5

• 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: 2-But-2-ynyl-4-methylbenzaldehyde
• CAS: 1383123-72-5
• 化学式: C₁₂H₁₂O
• 分子量: 172.227
• InChiKey: RMXSAPRLTPLHNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-But-2-ynyl-4-methylbenzaldehyde 在 bis(1,5-cyclooctadiene)nickel (0) 、 三异丙基膦 作用下， 以 甲苯 为溶剂， 以82%的产率得到(E)-2-ethylidene-5-methyl-2,3-dihydro-1H-inden-1-one
  参考文献：
  名称：

  Synthesis of 2,3-dihydro-1H-inden-1-one derivatives via Ni-catalyzed intramolecular hydroacylation

  摘要：

  An efficient synthetic method for the formation of 2,3-dihydro-1H-inden-1-one derivatives through a Ni-catalyzed intramolecular hydroacylation of 2-(prop-2-ynyl)benzaldehydes has been developed. Examination of various nickel and other transition metal catalysts and phosphine ligands showed that the use of Ni(COD)(2) catalyst combined with P(i-Pr)(3) ligand was the best choice to the success of the present intramolecular hydroacylation. A wide range of functional groups were tolerated, affording the corresponding substituted alpha-lidene-2,3-dihydro-1H-inden-1-ones in good to high yields with a sole E-selectivity under present reaction conditions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.053