4-(1-phenyl-allyl)-heptane-3,5-dione | 422270-76-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(1-phenyl-allyl)-heptane-3,5-dione
• 英文别名: 4-(1-Phenylprop-2-enyl)heptane-3,5-dione；4-(1-phenylprop-2-enyl)heptane-3,5-dione
• CAS: 422270-76-6
• 化学式: C₁₆H₂₀O₂
• 分子量: 244.334
• InChiKey: NMPFMKWCZTWPBL-UHFFFAOYSA-N

物化性质

• 沸点：
  354.7±37.0 °C(Predicted)
• 密度：
  0.998±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(1-phenyl-allyl)-heptane-3,5-dione 在 碘 、 sodium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 cis-2-ethyl-5-iodomethyl-4-phenyl-3-propionyl-4,5-dihydrofuran 、 trans-2-ethyl-5-iodomethyl-4-phenyl-3-propionyl-4,5-dihydrofuran
  参考文献：
  名称：

  Diastereoselective synthesis of 4,5-dihydrofurans by iodoenolcyclisation of 2-allyl-1,3-dicarbonyl compounds

  摘要：

  A study of the stereochemical aspects of I-2-induced cyclisation of 2-alkenyl-1,3-dicarbonyl compounds reveals that the iodoenolcyclisation is strictly dependent on the dicarbonyl species and the substituents in the allylic position. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01064-5
• 作为产物：
  描述：

  3,5-庚烷二酮 在 哌啶 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 、 苯 为溶剂， 反应 19.0h， 生成 4-(1-phenyl-allyl)-heptane-3,5-dione
  参考文献：
  名称：

  A new route to 2-alkenyl-1,3-dicarbonyl compounds, intermediates in the synthesis of dihydrofurans

  摘要：

  A two step synthetic strategy for obtaining 2-alkenyl-1,3-dicarbonyl compounds from the corresponding 1,3-dicarbonyl compounds is reported. The method is based on a Knoevenagel condensation and a Michael addition using a high order organocuprate procedure, and proves to be of general value, Obtained compounds are useful starting materials for the synthesis of furan derivatives, (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01173-5

文献信息

• Rhodium/Lewis Acid Catalyzed Regioselective Addition of 1,3-Dicarbonyl Compounds to Internal Alkynes
  作者：Wei-Feng Zheng、Qiu-Jing Xu、Qiang Kang

  DOI：10.1021/acs.organomet.7b00284

  日期：2017.6.26

  regioselective addition of 1,3-dicarbonyl compounds to internal alkynes catalyzed by rhodium/Lewis acid catalysts. The corresponding branched/linear allylic alkylation products could be selectively obtained in good yields. Rh–H species were considered to be generated by direct C–H oxidative addition of 1,3-dicarbonyl compounds with rhodium catalyst with the assistance of Lewis acid. Moreover, a retro-allylic

  在本文中，我们描述了将铑/路易斯酸催化剂将1，3-二羰基化合物区域选择性加成至内部炔烃的有效方案。可以高收率选择性地获得相应的支链/线性烯丙基烷基化产物。Rh-H物质被认为是通过在路易斯酸的辅助下用铑催化剂直接1，H-二羰基化合物的CH-H氧化加成反应而产生的。此外，在该转化中观察到了逆烯丙基烷基化过程。
• A new route to 2-alkenyl-1,3-dicarbonyl compounds, intermediates in the synthesis of dihydrofurans
  作者：Roberto Antonioletti、Paolo Bovicelli、Savina Malancona

  DOI：10.1016/s0040-4020(01)01173-5

  日期：2002.1

  A two step synthetic strategy for obtaining 2-alkenyl-1,3-dicarbonyl compounds from the corresponding 1,3-dicarbonyl compounds is reported. The method is based on a Knoevenagel condensation and a Michael addition using a high order organocuprate procedure, and proves to be of general value, Obtained compounds are useful starting materials for the synthesis of furan derivatives, (C) 2002 Elsevier Science Ltd. All rights reserved.
• Diastereoselective synthesis of 4,5-dihydrofurans by iodoenolcyclisation of 2-allyl-1,3-dicarbonyl compounds
  作者：Roberto Antonioletti、Savina Malancona、Paolo Bovicelli

  DOI：10.1016/s0040-4020(02)01064-5

  日期：2002.10

  A study of the stereochemical aspects of I-2-induced cyclisation of 2-alkenyl-1,3-dicarbonyl compounds reveals that the iodoenolcyclisation is strictly dependent on the dicarbonyl species and the substituents in the allylic position. (C) 2002 Elsevier Science Ltd. All rights reserved.