methyl (Z)-3-(2,4,6-trimethoxyphenyl)acrylate | 1207826-33-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: methyl (Z)-3-(2,4,6-trimethoxyphenyl)acrylate
• CAS: 1207826-33-2
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: WHUVQPGRRWPJGS-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  (三甲基硅基)乙酸甲酯 、 2,4,6-三甲氧基苯甲醛 在 tetra-n-butylammonium alginate 、 盐酸 、 水 作用下， 以 甲苯 、 甲醇 为溶剂， 反应 24.0h， 生成 methyl (Z)-3-(2,4,6-trimethoxyphenyl)acrylate 、 (E)-3-(2,4,6-trimethoxy-phenyl)-acrylic acid methyl ester
  参考文献：
  名称：

  Metal or ammonium alginates as Lewis base catalysts for the 1,2-addition of silyl nucleophiles to carbonyl compounds

  摘要：

  Several metal (Na+, Ca2+) or ammonium (n-Bu4N+) derivatives of alginic acid, an abundant bio-polymer obtained from the cell walls of brown algae, were synthesized. Their potential to act as organocatalysts to catalyze the 1,2-addition of various silyl derivatives to carbonyl compounds was evaluated for the first time. Ammonium alginate 1h is able to promote the reaction in modest to good isolated yields (up to 98%) affording access to a large range of substrates (beta-cyano alcohols or ester, beta-substituted methylacrylate or acrylonitrile, and cyanohydrin) by using only 5 mol % of catalyst. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.02.012

文献信息

• (P,C) Cyclometalated Gold(III) Complexes: Highly Active Catalysts for the Hydroarylation of Alkynes
  作者：Charlie Blons、Sonia Mallet‐Ladeira、Abderrahmane Amgoune、Didier Bourissou

  DOI：10.1002/anie.201807106

  日期：2018.9.3

  cyclometalated gold(III) complexes is reported. The bench‐stable bis(trifluoroacetyl) complexes 2 a,b perform very well in the intermolecular hydroarylation of alkynes. The reaction is broad in scope, it proceeds within few hours at 25 °C at catalytic loadings of 0.1–5 mol %. The electron‐rich arene adds across the C≡C bond with complete regio‐ and stereo‐selectivity. The significance of well‐defined gold(III)

  报道了定义明确的（P，C）环金属化金（III）配合物的首次催化应用。所述实验室稳定双（三氟乙酰基）配合物2，b在炔烃的分子间hydroarylation表现非常好。反应的范围很广，在25°C的催化负荷为0.1-5 mol％的情况下，它可以在数小时内进行。富电子芳烃以完全的区域选择性和立体选择性在整个C≡C键中添加。定义明确的金（III）配合物和配体设计的重要性在强大但具有挑战性的催化转化中得到了强调。