(4-chloro-2-formylphenyl) (E)-3-(4-chlorophenyl)prop-2-enoate | 1048652-71-6

• 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: (4-chloro-2-formylphenyl) (E)-3-(4-chlorophenyl)prop-2-enoate
• CAS: 1048652-71-6
• 化学式: C₁₆H₁₀Cl₂O₃
• 分子量: 321.16
• InChiKey: CYZOWURRITVRDB-FPYGCLRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-chloro-2-formylphenyl) (E)-3-(4-chlorophenyl)prop-2-enoate 、 4-硫代噻唑烷-2-酮 在 三乙胺 作用下， 以 溶剂黄146 为溶剂， 反应 12.0h， 以77%的产率得到(5aRS,11bSR)-10-chloro-5-(4-chlorophenyl)-3,5a,6,11b-tetrahydro-2H,6H-[1]benzopyrano[4',3':4,5]thiopyrano[2,3-d][1,3]thiazol-2,6-dione
  参考文献：
  名称：

  A new domino-Knoevenagel–hetero-Diels–Alder reaction

  摘要：

  Various novel 3,5a,6,11b-tetrahydro-2H,5H-chromeno[4',3':4,5]thiopyrano[2,3-d][1,3]thiazol-2-ones were synthesized in 60-80% yields via domi no-Knoevenagel-hetero-Diels-Alder reactions of 4-thioxo-1,3-thiazolidin-2-one with 3,7-dimethyl-6-octenal, 2-allyloxybenzaldehydes and 2-formylphenyt (E)-3-aryl-2-propenoates with base catalysis. The possibility of stereo- and regioselective cycloaddition was investigated. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.062
• 作为产物：
  描述：

  (2E)-3-(4-氯苯基)丙烯酰氯 、 5-氯代水杨醛 生成 (4-chloro-2-formylphenyl) (E)-3-(4-chlorophenyl)prop-2-enoate
  参考文献：
  名称：

  A new domino-Knoevenagel–hetero-Diels–Alder reaction

  摘要：

  Various novel 3,5a,6,11b-tetrahydro-2H,5H-chromeno[4',3':4,5]thiopyrano[2,3-d][1,3]thiazol-2-ones were synthesized in 60-80% yields via domi no-Knoevenagel-hetero-Diels-Alder reactions of 4-thioxo-1,3-thiazolidin-2-one with 3,7-dimethyl-6-octenal, 2-allyloxybenzaldehydes and 2-formylphenyt (E)-3-aryl-2-propenoates with base catalysis. The possibility of stereo- and regioselective cycloaddition was investigated. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.062

文献信息

• A new domino-Knoevenagel–hetero-Diels–Alder reaction
  作者：Vasyl S. Matiychuk、Roman B. Lesyk、Mykola D. Obushak、Andrzej Gzella、Dmytro V. Atamanyuk、Yuri V. Ostapiuk、Anna P. Kryshchyshyn

  DOI：10.1016/j.tetlet.2008.05.062

  日期：2008.7

  Various novel 3,5a,6,11b-tetrahydro-2H,5H-chromeno[4',3':4,5]thiopyrano[2,3-d][1,3]thiazol-2-ones were synthesized in 60-80% yields via domi no-Knoevenagel-hetero-Diels-Alder reactions of 4-thioxo-1,3-thiazolidin-2-one with 3,7-dimethyl-6-octenal, 2-allyloxybenzaldehydes and 2-formylphenyt (E)-3-aryl-2-propenoates with base catalysis. The possibility of stereo- and regioselective cycloaddition was investigated. (c) 2008 Elsevier Ltd. All rights reserved.