(E)-9-phenyl-8-nonene-2,4-dione | 634921-79-2

• 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: (E)-9-phenyl-8-nonene-2,4-dione
• 英文别名: (E)-9-phenylnon-8-ene-2,4-dione
• CAS: 634921-79-2
• 化学式: C₁₅H₁₈O₂
• 分子量: 230.307
• InChiKey: DRWCIQWUACVLFI-UXBLZVDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 重原子数：
  17.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-9-phenyl-8-nonene-2,4-dione 在 sodium hydroxide 、 三乙胺 、 甲烷磺酰基叠氮化物 作用下， 以 乙腈 为溶剂， 反应 4.5h， 生成 (E)-1-diazo-7-phenyl-6-hepten-2-one
  参考文献：
  名称：

  Asymmetric intramolecular cyclopropanation of diazo compounds with metallosalen complexes as catalyst: structural tuning of salen ligand

  摘要：

  Intramolecular cyclopropanation of alkenyl alpha-diazoacetates and alkenyl diazomethyl ketones was examined by using optically active (ON+)Ru(11)(salen) and Co(II)(salen) complexes as catalysts. For the cyclization of 2-alkenyl alpha-diazoacetates, Co(II)(salen) complexes 9 and 10 were found to be superior catalysts to the corresponding (ON+)Ru(11)(salen) complexes 4 and 5. On the other hand, (ON+)Ru(II)(salen) complex 2 was found to be the catalyst of choice for the cyclization of 3-alkenyl diazomethyl ketones, and complex 4 was found to be a good catalyst for the cyclization of (E)-4-alkenyl diazomethyl ketones. The present study demonstrates that metallosalen complexes, especially optically active (ON+)Ru(II)(salen) and Co(11)(salen) complexes, can serve as efficient catalysts for the cyclization of alkenyl diazocarbonyl compounds, if a suitable salen ligand is used as the chiral auxiliary. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00167-8
• 作为产物：
  描述：

  [(1E)-4-溴-1-丁烯-1-基]苯 、 乙酰丙酮 在 正丁基锂 、 二异丙胺 、 N,N-二甲基丙烯基脲 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 7.0h， 以56%的产率得到(E)-9-phenyl-8-nonene-2,4-dione
  参考文献：
  名称：

  Asymmetric intramolecular cyclopropanation of diazo compounds with metallosalen complexes as catalyst: structural tuning of salen ligand

  摘要：

  Intramolecular cyclopropanation of alkenyl alpha-diazoacetates and alkenyl diazomethyl ketones was examined by using optically active (ON+)Ru(11)(salen) and Co(II)(salen) complexes as catalysts. For the cyclization of 2-alkenyl alpha-diazoacetates, Co(II)(salen) complexes 9 and 10 were found to be superior catalysts to the corresponding (ON+)Ru(11)(salen) complexes 4 and 5. On the other hand, (ON+)Ru(II)(salen) complex 2 was found to be the catalyst of choice for the cyclization of 3-alkenyl diazomethyl ketones, and complex 4 was found to be a good catalyst for the cyclization of (E)-4-alkenyl diazomethyl ketones. The present study demonstrates that metallosalen complexes, especially optically active (ON+)Ru(II)(salen) and Co(11)(salen) complexes, can serve as efficient catalysts for the cyclization of alkenyl diazocarbonyl compounds, if a suitable salen ligand is used as the chiral auxiliary. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00167-8

文献信息

• Synthesis of functionalized 2,3-dihydropyrroles by oxidative radical cyclization of N-Sulfonyl β-enamino esters with alkenes
  作者：Masahiro Yoshida、Asuka Kobayashi、Atsushi Nakayama、Kosuke Namba

  DOI：10.1016/j.tet.2016.03.055

  日期：2016.5

  N-sulfonyl β-enamino esters with alkenes has been developed. Substituted 2,3-dihydropyrroles were produced when the reactions were carried out in the presence of CAN and Cu(OAc)2 as the oxidant. Intramolecular cyclization of β-enamino carbonyl compounds having an alkenyl and an alkynyl side chain proceeded to afford the corresponding bicyclic products, respectively.

  已经开发出N-磺酰基β-烯氨基酯与烯烃的氧化自由基环化。当在CAN和Cu（OAc）2作为氧化剂存在下进行反应时，会生成取代的2,3-二氢吡咯。具有烯基和炔基侧链的β-烯氨基羰基化合物的分子内环化分别进行，得到相应的双环产物。