methyl-2,2-dimethyl-2H-chromene-3-carbaldehyde | 1569884-45-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: methyl-2,2-dimethyl-2H-chromene-3-carbaldehyde
• 英文别名: 2,2,8-Trimethylchromene-3-carbaldehyde；2,2,8-trimethylchromene-3-carbaldehyde
• CAS: 1569884-45-2
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: CXELVBFNIOELIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-羟基-3-甲基苯甲醛 、 3-甲基-2-丁烯醛 在 1,5,7-三氮杂双环[4.4.0]癸-5-烯 作用下， 以 neat (no solvent) 为溶剂， 反应 48.0h， 以72%的产率得到methyl-2,2-dimethyl-2H-chromene-3-carbaldehyde
  参考文献：
  名称：

  A solvent-free protocol for the synthesis of 3-formyl-2H-chromenes via domino oxa Michael/aldol reaction

  摘要：

  A new solvent-free, TBD-catalyzed protocol for the synthesis of 3-formyl-2H-chromenes is presented. Substituted salicylaldehydes 1 and 3-methyl-2-butenal 2 in the presence of 10 mol % of TBD underwent a domino oxa Michael/aldol reaction to effectively yield the corresponding 2H-chromene derivatives 3. The methodology represents an improvement either in terms of efficiency and sustainability as a small amount of catalyst is required and the work-up procedure is simple and straightforward. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.110

文献信息

• A solvent-free protocol for the synthesis of 3-formyl-2H-chromenes via domino oxa Michael/aldol reaction
  作者：Daniela Lanari、Ornelio Rosati、Massimo Curini

  DOI：10.1016/j.tetlet.2014.01.110

  日期：2014.3

  A new solvent-free, TBD-catalyzed protocol for the synthesis of 3-formyl-2H-chromenes is presented. Substituted salicylaldehydes 1 and 3-methyl-2-butenal 2 in the presence of 10 mol % of TBD underwent a domino oxa Michael/aldol reaction to effectively yield the corresponding 2H-chromene derivatives 3. The methodology represents an improvement either in terms of efficiency and sustainability as a small amount of catalyst is required and the work-up procedure is simple and straightforward. (C) 2014 Elsevier Ltd. All rights reserved.