2-(cyclopropylethynyl)-4,5-dimethoxybenzaldehyde | 1189356-61-3

• 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-(cyclopropylethynyl)-4,5-dimethoxybenzaldehyde
• CAS: 1189356-61-3
• 化学式: C₁₄H₁₄O₃
• 分子量: 230.263
• InChiKey: RSBRSPBCSFJQDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.28
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(cyclopropylethynyl)-4,5-dimethoxybenzaldehyde 、 二苯甲酰基甲烷 在 哌啶 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 2-(2-(cyclopropylethynyl)-4,5-dimethoxybenzylidene)-1,3-diphenylpropane-1,3-dione
  参考文献：
  名称：

  苯丙醇重排终止的路易斯酸催化的区域发散性串联阳离子环化/环扩环的选择性控制

  摘要：

  催化剂是关键：标题反应顺序是在AgSbF 6（5 mol％）在DCE或In（OTf）3（5 mol％）与MeOH（4当量）的存在下于1进行的，得到2或3，分别以大于20：1的比例（请参阅方案; DCE = 1,2-二氯乙烷，Tf =三氟甲磺酰基）。

  DOI：

  10.1002/anie.200901628

文献信息

• Silver triflate-catalyzed three-component reaction of 2-alkynylbenzaldehyde, sulfonohydrazide, and α,β-unsaturated carbonyl compound
  作者：Shengqing Ye、Xiaodi Yang、Jie Wu

  DOI：10.1039/c0cc00905a

  日期：——

  A highly efficient silver triflate-catalyzed three-component reaction of 2-alkynylbenzaldehyde, sulfonohydrazide, and alpha,beta-unsaturated carbonyl compound is reported, which affords H-pyrazolo[5,1-a]isoquinoline-1-carboxylates in good yield.

  报道了高效的三氟甲磺酸银催化的2-炔基苯甲醛，磺酰肼和α，β-不饱和羰基化合物的三组分反应，可提供高收率的H-吡唑并[5,1-a]异喹啉-1-羧酸酯。
• Asymmetric Cascade Annulation Based on Enantioselective Oxa-Diels–Alder Cycloaddition of in Situ Generated Isochromenyliums by Cooperative Binary Catalysis of Pd(OAc)₂ and (<i>S</i>)-Trip
  作者：Shu-Yan Yu、Hao Zhang、Yang Gao、Lei Mo、Shaozhong Wang、Zhu-Jun Yao

  DOI：10.1021/ja405764p

  日期：2013.7.31

  An asymmetric cascade annulation between 2-hydroxystyrenes and 2-alkynylbenaldehyes or 1-(2-alkynylphenyl)ketones has been established with good to excellent enantioselectivities (up to >99.5% ee), on the basis of an enantioselective oxa-Diels-Alder cycloaddition of in situ generated metallo-isochromenylium intermediates, by cooperative binary catalysis of Pd(OAc)(2) and (S)-Trip. The developed methodology is workable for a broad spectrum of substrates and shows great efficiency in establishing dense multiple chiral centers including quaternary carbons of variable bridged ring systems. The mechanism study suggests that (S)-Trip plays multiple roles in assembling the reactants and controlling the stereoselectivity.