(E)-7-oxooct-5-enenitrile | 690660-83-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-7-oxooct-5-enenitrile
• CAS: 690660-83-4
• 化学式: C₈H₁₁NO
• 分子量: 137.181
• InChiKey: IRAYHDCZUVEGJU-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  diethylzinc 、 (E)-7-oxooct-5-enenitrile 在 copper(II) bis(trifluoromethanesulfonate) 、 亚磷酸三乙酯 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 以85%的产率得到Ethanone, 1-(2-amino-6-ethyl-1-cyclohexen-1-YL)-
  参考文献：
  名称：

  Copper-Catalyzed Tandem Conjugate Addition−Electrophilic Trapping:  Ketones, Esters, and Nitriles as Terminal Electrophiles

  摘要：

  Exposure of enone substrates 1a-18a, which possess appendant ketone, ester, and nitrile moieties, to Et2Zn in the presence of catalytic Cu(OTf)2/P(OEt)3 provides the cyclized products in good to excellent yields and diastereoselectivities. These results represent the first use of ketones, esters, and nitriles as terminal electrophiles in Cu-catalyzed conjugate addition-electrophilic trapping.

  DOI：

  10.1021/ja030603l
• 作为产物：
  描述：

  5-己烯腈 在 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 (E)-7-oxooct-5-enenitrile
  参考文献：
  名称：

  Copper-Catalyzed Tandem Conjugate Addition−Electrophilic Trapping:  Ketones, Esters, and Nitriles as Terminal Electrophiles

  摘要：

  Exposure of enone substrates 1a-18a, which possess appendant ketone, ester, and nitrile moieties, to Et2Zn in the presence of catalytic Cu(OTf)2/P(OEt)3 provides the cyclized products in good to excellent yields and diastereoselectivities. These results represent the first use of ketones, esters, and nitriles as terminal electrophiles in Cu-catalyzed conjugate addition-electrophilic trapping.

  DOI：

  10.1021/ja030603l

文献信息

• Copper-Catalyzed Tandem Conjugate Addition−Electrophilic Trapping:  Ketones, Esters, and Nitriles as Terminal Electrophiles
  作者：Kyriacos Agapiou、David F. Cauble、Michael J. Krische

  DOI：10.1021/ja030603l

  日期：2004.4.1

  Exposure of enone substrates 1a-18a, which possess appendant ketone, ester, and nitrile moieties, to Et2Zn in the presence of catalytic Cu(OTf)2/P(OEt)3 provides the cyclized products in good to excellent yields and diastereoselectivities. These results represent the first use of ketones, esters, and nitriles as terminal electrophiles in Cu-catalyzed conjugate addition-electrophilic trapping.