ethyl (E)-2-[3,4-dihydrodibenzo[b,d]furan-1(2H)-ylidene]acetate | 1356471-38-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: ethyl (E)-2-[3,4-dihydrodibenzo[b,d]furan-1(2H)-ylidene]acetate
• 英文别名: ethyl (2E)-2-(3,4-dihydro-2H-dibenzofuran-1-ylidene)acetate
• CAS: 1356471-38-9
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: YABLFAAXXNEPIR-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl (E)-8-(2-hydroxyphenyl)oct-2-en-7-ynoate 在 马来酸酐 、 potassium iodide 、 palladium dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以91%的产率得到ethyl (E)-2-[3,4-dihydrodibenzo[b,d]furan-1(2H)-ylidene]acetate
  参考文献：
  名称：

  通过分子内核钯化/氧化 Heck 级联反应合成四氢二苯并呋喃和四氢菲啶酮骨架

  摘要：

  ) 杂环结构......”. [a] Departamento de Quimica Organica, Facultade de Quimica, Universidade de Vigo, 36310 Vigo, SpainFax: + 34-986-818622E-mail: [e-mail] [b] Departamento de Quimica Organica II , Facultad de Ciencia yTecnologia, Universidad del Pais Vasco, Apartado 644, 48080 Bilbao, Spain [‡] 休假的学生来自 Laboratoire de Chimie Bio-Organique etMacromoleculaire, Faculte des Sciences and TechniquesMarrakech

  DOI：

  10.1002/ejoc.201101297

文献信息

• Synthesis of Tetrahydrodibenzofuran and Tetrahydrophenanthridinone Skeletons by Intramolecular Nucleopalladation/Oxidative Heck Cascades
  作者：Claudio Martínez、José M. Aurrecoechea、Youssef Madich、J. Gabriel Denis、Angel R. de Lera、Rosana Álvarez

  DOI：10.1002/ejoc.201101297

  日期：2012.1

  ) heterocyclicstructures ...”.[a] Departamento de Quimica Organica, Facultade de Quimica,Universidade de Vigo,36310 Vigo, SpainFax: [phone]E-mail: [e-mail][b] Departamento de Quimica Organica II, Facultad de Ciencia yTecnologia, Universidad del Pais Vasco,Apartado 644, 48080 Bilbao, Spain[‡] Student on leave from Laboratoire de Chimie Bio-Organique etMacromoleculaire, Faculte des Sciences

  ) 杂环结构......”. [a] Departamento de Quimica Organica, Facultade de Quimica, Universidade de Vigo, 36310 Vigo, SpainFax: + 34-986-818622E-mail: [e-mail] [b] Departamento de Quimica Organica II , Facultad de Ciencia yTecnologia, Universidad del Pais Vasco, Apartado 644, 48080 Bilbao, Spain [‡] 休假的学生来自 Laboratoire de Chimie Bio-Organique etMacromoleculaire, Faculte des Sciences and TechniquesMarrakech
• A Practical Protocol for Three-Component, One-Pot, Stepwise Sonogashira-Heterocyclization-Heck Couplings
  作者：Rosana Alvarez、José Aurrecoechea、Youssef Madich、J. Denis、Aitor Ortega、Claudio Martínez、Abdellatif Matrane、Larbi Belachemi、Angel de Lera

  DOI：10.1055/s-0033-1338873

  日期：——

  A three-component, one-pot, stepwise Sonogashira-heterocyclization-Heck-coupling process was developed starting from either haloarenecarboxamides, halophenols or haloanilines, terminal alkynes and electron-deficient alkenes. Cyclic imidate-, benzofuran-, or indole-type products are obtained, respectively, in useful yields, being typically better than those obtained with isolation of the intermediate Sonogashira adducts. Very high 6-endo selectivity is maintained with imidate-type coupling products despite the presence of copper salts carried over from the Sonogashira coupling.