2-(but-2-en-1-yloxy)-3-methoxybenzaldehyde | 133495-63-3

• 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-(but-2-en-1-yloxy)-3-methoxybenzaldehyde
• 英文别名: 2-[(E)-but-2-enoxy]-3-methoxybenzaldehyde
• CAS: 133495-63-3
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: IWGTXZWBNMIQTP-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(but-2-en-1-yloxy)-3-methoxybenzaldehyde 在 sodium ethanolate 作用下， 以 乙醚 、 乙醇 、 甲苯 为溶剂， 反应 19.0h， 生成 (Z)-3-{2-[((E)-But-2-enyl)oxy]-3-methoxy-phenyl}-2-(2-phenyl-but-1-enylideneamino)-acrylic acid ethyl ester
  参考文献：
  名称：

  Domino reactions. One-pot preparation of fluoreno[2,3,4-ij]isoquinoline derivatives from conjugated ketene imines

  摘要：

  Iminophosphoranes 4, derived from ethyl alpha-azido-2-(allyloxy)-3-methoxycinnamates, react with ketenes to give the corresponding ketene imines, which by thermal treatment at 150-160-degrees-C undergo a consecutive electrocyclic ring closure/Claisen rearrangement/second ring closure/double aromatization process to give isoquinoline derivatives 7 and/or the previously unknown fluoreno[2,3,4-ij]isoquinolines 9 in moderate yields. Similarly, iminophosphoranes 14 derived from ethyl alpha-azido-2,3-disubstituted-4-(allyloxy)cinnamates reacted with diphenyl ketene to give the intermediate ketene imines, which at 150-160-degrees-C undergo a cascade of pericyclic reactions to give the isoquinolines 15 and the pentacyclic compounds 16 in moderate yields.

  DOI：

  10.1021/jo00012a039
• 作为产物：
  描述：

  邻香草醛 生成 2-(but-2-en-1-yloxy)-3-methoxybenzaldehyde
  参考文献：
  名称：

  MOLINA, PEDRO;ALAJARIN, MATEO;VIDAL, ANGEL;FENEAU-DUPONT, J.;DECLERCQ, J.+, J. CHEM. SOC. CHEM. COMMUN.,(1990) N1, C. 829-831

  摘要：

  DOI：

文献信息

• Synthesis of Allyl- and Prenylcoumarins via Microwave-Promoted Tandem Claisen Rearrangement/Wittig Olefination
  作者：Bernd Schmidt、Martin Riemer

  DOI：10.1055/s-0035-1560501

  日期：——

  sequence of Claisen rearrangement, carbonyl olefination, and cyclization upon microwave irradiation in the presence of a stabilized ylide. The products are multiply substituted 6- or 8-allylated or prenylated coumarins (2H-chromen-2-ones). Allyl, dimethylallyl, crotyl, and prenyl ethers of various aromatic ortho-hydroxy carbonyl compounds undergo a tandem sequence of Claisen rearrangement, carbonyl olefination

  摘要 各种芳族邻羟基羰基化合物的烯丙基，二甲基烯丙基，巴豆基和异戊烯基醚在稳定的内酯存在下进行微波辐射后，会经历克莱森重排，羰基烯烃化和环化的串联序列。产物是被多重取代的6-或8-烯丙基化或烯丙基化的香豆素（2 H -chromen-2-ones）。 各种芳族邻羟基羰基化合物的烯丙基，二甲基烯丙基，巴豆基和异戊烯基醚在稳定的内酯存在下进行微波辐射后，会经历克莱森重排，羰基烯烃化和环化的串联序列。产物是被多重取代的6-或8-烯丙基化或烯丙基化的香豆素（2 H -chromen-2-ones）。
• One-pot preparation of derivatives of the unknown fluoreno[2,3,4-i,j]isoquinoline ring from conjugated ketenimines by a consecutive electrocyclic ring-closure/Claisen rearrangement/intramolecular Diels–Alder cycloaddition/double aromatization process
  作者：Pedro Molina、Mateo Alajarín、Angel Vidal、J. Feneau-Dupont、J. P. Declercq

  DOI：10.1039/c39900000829

  日期：——

  A short synthesis of fluoreno[2,3,4-i,j]isoquinoline derivatives (8) based on a new method of three consecutive annelations which involves thermal cyclization of conjugated ketenimines is described; the crystal structure of (8) has been determined.

  描述了一种基于三步连续化的新方法的氟代[2,3,4- i，j ]异喹啉衍生物（8）的简短合成，该方法涉及共轭酮亚胺的热环化。已经确定了（8）的晶体结构。
• MOLINA, PEDRO;ALAJARIN, MATEO;VIDAL, ANGEL;FENAU-DUPONT, J.;DECLERQ, J. P+, J. ORG. CHEM., 56,(1991) N2, C. 4008-4016
  作者：MOLINA, PEDRO、ALAJARIN, MATEO、VIDAL, ANGEL、FENAU-DUPONT, J.、DECLERQ, J. P+

  DOI：——

  日期：——
• MATHUR S. S.; SUSCHITZKY H., J. CHEM. SOC. PERKIN TRANS. PART 1 <JCPK-BH>, 1975, NO 23, 2479-2483
  作者：MATHUR S. S.、 SUSCHITZKY H.

  DOI：——

  日期：——