ethyl 2-(furan-2-carbonyl)-4-oxo-4-phenylbut-2-enoate | 1316302-44-9

• 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: ethyl 2-(furan-2-carbonyl)-4-oxo-4-phenylbut-2-enoate
• CAS: 1316302-44-9
• 化学式: C₁₇H₁₄O₅
• 分子量: 298.295
• InChiKey: VBYCCGHRFFONQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  73.58
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-(furan-2-carbonyl)-4-oxo-4-phenylbut-2-enoate 在 一水合肼 作用下， 以 叔丁醇 为溶剂， 生成 6-苯基-3-哒嗪酮
  参考文献：
  名称：

  Unexpected C–C Bond Cleavage: A Route to 3,6-Diarylpyridazines and 6-Arylpyridazin-3-ones from 1,3-Dicarbonyl Compounds and Methyl Ketones

  摘要：

  An unexpected C-C bond cleavage has been revealed in the absence of metal. This observation has been exploited to develop an efficient approach toward 3,6-iarylpyridazines and 6-arylpyridazin-3-ones from simple and commercially available 1,3-dicarbonyl compounds and methyl ketones.

  DOI：

  10.1021/jo301751e
• 作为产物：
  描述：

  3-(2-呋喃基)-3-氧代丙酸乙酯 、 苯乙酮 在 碘 、 copper(II) oxide 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 生成 ethyl 2-(furan-2-carbonyl)-4-oxo-4-phenylbut-2-enoate
  参考文献：
  名称：

  Unexpected C–C Bond Cleavage: A Route to 3,6-Diarylpyridazines and 6-Arylpyridazin-3-ones from 1,3-Dicarbonyl Compounds and Methyl Ketones

  摘要：

  An unexpected C-C bond cleavage has been revealed in the absence of metal. This observation has been exploited to develop an efficient approach toward 3,6-iarylpyridazines and 6-arylpyridazin-3-ones from simple and commercially available 1,3-dicarbonyl compounds and methyl ketones.

  DOI：

  10.1021/jo301751e

文献信息

• Highly Efficient Synthesis of 3a,6a-Dihydrofuro[2,3-<i>b</i>]furans via a Novel Bicyclization
  作者：Wen-Ming Shu、Yan Yang、Dong-Xue Zhang、Liu-Ming Wu、Yan-Ping Zhu、Guo-Dong Yin、An-Xin Wu

  DOI：10.1021/ol400016c

  日期：2013.2.1

  A highly efficient method for the construction of 3a,6a-dihydrofuro[2,3-b]furan derivatives has been developed via a novel bicyclization, which is very valuable for the synthesis of fused furofuran compounds since it is time-saving and catalyst-free. Based on the bicyclization, a coupled domino strategy has been developed to directly construct 3a,6a-dihydrofuro[2,3-b]furan derivatives from methyl ketones

  通过新型的双环化，已经开发出了一种高效的3a，6a-二氢呋喃[2,3- b ]呋喃衍生物的构建方法，该方法对于合成熔融呋喃呋喃化合物非常节省时间，并且可以催化催化剂。自由。基于双环化，已开发了一种耦合多米诺骨牌策略，可直接从甲基酮构建3a，6a-二氢呋喃[2,3- b ]呋喃衍生物。
• A facile synthesis of indole–furan conjugates via integration of convergent and linear domino reactions
  作者：Yan Yang、Meng Gao、Liu-Ming Wu、Cong Deng、Dong-Xue Zhang、Yang Gao、Yan-Ping Zhu、An-Xin Wu

  DOI：10.1016/j.tet.2011.05.058

  日期：2011.7

  The convergent and linear domino reactions have been first integrated, for the first time, to provide an efficient synthesis of indole–furan conjugates from indoles, methyl ketones, and 1,3-dicarbonyl compounds.

  融合和线性多米诺反应首次被首次整合，以提供由吲哚，甲基酮和1,3-二羰基化合物有效合成吲哚-呋喃共轭物的方法。
• Auto-tandem catalysis: synthesis of 4H-pyrido[1,2-a]pyrimidin-4-ones via copper-catalyzed aza-Michael addition–aerobic dehydrogenation–intramolecular amidation
  作者：Yan Yang、Wen-Ming Shu、Shang-Bo Yu、Fan Ni、Meng Gao、An-Xin Wu

  DOI：10.1039/c3cc38131e

  日期：——

  A copper-catalyzed domino synthesis of 4H-pyrido[1,2-a]pyrimidin-4-ones has been developed from 1,4-enediones and 2-aminoheterocycles with air as the oxidant.

  铜催化的4H-吡啶并[1,2-a]嘧啶-4-酮的多米诺合成是由1,4-二烯和2-氨基杂环以空气为氧化剂开发的。