(E)-3-[1-(6H-dibenzo[b,e]oxepin-11-ylidene)-ethyl]-nitrobenzene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: (E)-3-[1-(6H-dibenzo[b,e]oxepin-11-ylidene)-ethyl]-nitrobenzene
• 英文别名: (11E)-11-[1-(3-nitrophenyl)ethylidene]-6H-benzo[c][1]benzoxepine
• 化学式: C₂₂H₁₇NO₃
• 分子量: 343.382
• InChiKey: RIEMMHBXSTYEOJ-PXLXIMEGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-碘苄醇 在 palladium diacetate 偶氮二甲酸二异丙酯 、 sodium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 (E)-3-[1-(6H-dibenzo[b,e]oxepin-11-ylidene)-ethyl]-nitrobenzene
  参考文献：
  名称：

  Cyclocarbopalladation of Alkynes:  A Stereoselective Method for Preparing Dibenzoxapine Containing Tetrasubstituted Exocyclic Alkenes

  摘要：

  A palladium-catalyzed cascade carbometalation-cross coupling of alkyne route was developed for the preparation of tetrasubstituted exocyclic alkenes with high stereo- and regiocontrol. The effectiveness of this novel methodology was demonstrated by the synthesis of a number of dibenzoxapines in sufficient quantities to support their further development.

  DOI：

  10.1021/ol060289a

文献信息

• Stereoselective synthesis of dibenzoxapine containing tetrasubstituted exocyclic alkenes via cascade methylboronic acid coupling reactions
  作者：Hannah Yu、Rachel N. Richey、Javier Mendiola、Marta Adeva、Carmen Somoza、Scott A. May、Matthew W. Carson、Michael J. Coghlan

  DOI：10.1016/j.tetlet.2008.01.099

  日期：2008.3

  A stereoselective method for the preparation of dibenzoxapine containing tetrasubstituted exocyclic E-alkenes has been developed. The key reaction involves an intramolecular cyclocarbopalladation of alkynes to form a vinylpalladium species and subsequently coupling the vinylpalladium with methylboronic acid. The approach provides a straightforward method for the synthesis of tetrasubstituted exocyclic

  已经开发了用于制备含有四取代的环外E-烯烃的二苯并di庚因的立体选择方法。关键反应涉及炔烃的分子内环碳缩合反应，形成乙烯基钯物质，然后将乙烯基钯与甲基硼酸偶联。该方法提供了合成四取代的环外E-烯烃的直接方法。
• Cyclocarbopalladation of Alkynes:  A Stereoselective Method for Preparing Dibenzoxapine Containing Tetrasubstituted Exocyclic Alkenes
  作者：Hannah Yu、Rachel N. Richey、Matthew W. Carson、Michael J. Coghlan

  DOI：10.1021/ol060289a

  日期：2006.4.1

  A palladium-catalyzed cascade carbometalation-cross coupling of alkyne route was developed for the preparation of tetrasubstituted exocyclic alkenes with high stereo- and regiocontrol. The effectiveness of this novel methodology was demonstrated by the synthesis of a number of dibenzoxapines in sufficient quantities to support their further development.