1-(3,5-Dimethoxyphenyl)-3-phenylprop-2-en-1-one | 1243201-30-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(3,5-Dimethoxyphenyl)-3-phenylprop-2-en-1-one
• CAS: 1243201-30-0
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: UPKRPKNJCSFWOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3,5-Dimethoxyphenyl)-3-phenylprop-2-en-1-one 在 sodium tetrahydroborate 、 copper(II) choride dihydrate 、 氧气 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 13.0h， 生成 (2-(3,5-dimethoxyphenyl)-6-methylimidazo[1,2-a]pyridin-3-yl)(phenyl)methanol
  参考文献：
  名称：

  11 -芳基- 11的合成ħ -茚并[1'，2'：4,5]咪唑并[1,2一]吡啶通过芳基的脱水闭环（2-芳基咪唑并[1,2一]吡啶-3- yl）甲醇

  摘要：

  通过AlCl 3促进的相应芳基（2-芳基咪唑[ ]的脱水环化反应，获得了一系列11-芳基-11 H-茚并[1'，2'：4,5]咪唑并[1,2- a ]吡啶。1,2 - α ]吡啶-3-（基）甲醇的产率中等至良好。合成的化合物可以被认为是带有三芳基甲烷类似物的构象受限的，特权的氮杂杂环骨架。

  DOI：

  10.1016/j.tetlet.2019.06.068
• 作为产物：
  描述：

  苯乙烯 、 一氧化碳 、 3,5-二甲氧基苯基三氟甲磺酸酯 在 bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)] 、 1,3-双(二苯基膦)丙烷 、 三乙胺 作用下， 以 甲苯 为溶剂， 100.0 ℃ 、1.0 MPa 条件下， 反应 20.0h， 以79%的产率得到1-(3,5-Dimethoxyphenyl)-3-phenylprop-2-en-1-one
  参考文献：
  名称：

  钯催化的偶联反应：羰基化的Heck反应生成查尔酮

  摘要：

  轻松实现Chalcones：在钯催化剂的存在下，芳基和链烯基三氟甲磺酸酯衍生物与一氧化碳和芳族烯烃的羰基Heck反应进行（参见方案； dppp = 1,3-双（二苯基膦基）丙烷，Tf =三氟甲磺酸酯； R =芳基乙烯基塑料）。通过这个过程，Suzuki和Sonogashira羰基化反应之间的差距最终得以弥合。

  DOI：

  10.1002/anie.201002155

文献信息

• Reactivity Insight into Reductive Coupling and Aldol Cyclization of Chalcones by Visible Light Photocatalysis
  作者：Guolei Zhao、Chao Yang、Lin Guo、Hongnan Sun、Run Lin、Wujiong Xia

  DOI：10.1021/jo300796j

  日期：2012.7.20

  The reductive coupling and cyclization of chalcones to generate cyclopentanol derivatives in up to 84% yield by visible light photoredox catalysis is described. This reaction involves radical anion homocoupling, monoprotonation, and intramolecular cyclization cascade.
• CHALCONE DERIVATIVES AS NRF2 ACTIVATORS
  申请人：Biswal Shyam

  公开号：US20140088052A1

  公开（公告）日：2014-03-27

  Compounds and methods for treating or preventing a disease, disorder or condition associated with an Nrf2-regulated pathway, including those associated with an autoimmune disease, comorbidity associated with diabetes, such as retinopathy and nephropathy, bone marrow transplant for leukemia and related cancers, bone marrow deficiencies, inborn errors of metabolism, and other immune disorders, oxidative stress, respiratory infection, ischemia, neurodegenerative disorders, radiation injury, neutropenia caused by chemotherapy, autoimmunity, and congenital neutropenic disorders, and for restoring a corticosteroid responsiveness, in a subject are provided.
• [EN] CHALCONE DERIVATIVES AS NRF2 ACTIVATORS<br/>[FR] DÉRIVÉS DE CHALCONE EN TANT QU'ACTIVATEURS DE NRF2
  申请人：UNIV JOHNS HOPKINS

  公开号：WO2012116362A2

  公开（公告）日：2012-08-30

  Compounds and methods for treating or preventing a disease, disorder or condition associated with an Nrf2-regulated pathway, including those associated with an autoimmune disease, comorbidity associated with diabetes, such as retinopathy and nephropathy, bone marrow transplant for leukemia and related cancers, bone marrow deficiencies, inborn errors of metabolism, and other immune disorders, oxidative stress, respiratory infection, ischemia, neurodegenerative disorders, radiation injury, neutropenia caused by chemotherapy, autoimmunity, and congenital neutropenic disorders, and for restoring a corticosteroid responsiveness, in a subject are provided.
• Palladium-Catalyzed Coupling Reactions: Carbonylative Heck Reactions To Give Chalcones
  作者：Xiao-Feng Wu、Helfried Neumann、Matthias Beller

  DOI：10.1002/anie.201002155

  日期：——

  Chalcones made easy: Carbonylative Heck reactions of aryl and alkenyl triflate derivatives with carbon monoxide and aromatic olefins proceed in the presence of palladium catalysts (see scheme; dppp=1,3‐bis(diphenylphosphino)propane, Tf=triflate; R=aryl, vinyl). With this process, the gap between the Suzuki and Sonogashira carbonylative reactions is finally bridged.

  轻松实现Chalcones：在钯催化剂的存在下，芳基和链烯基三氟甲磺酸酯衍生物与一氧化碳和芳族烯烃的羰基Heck反应进行（参见方案； dppp = 1,3-双（二苯基膦基）丙烷，Tf =三氟甲磺酸酯； R =芳基乙烯基塑料）。通过这个过程，Suzuki和Sonogashira羰基化反应之间的差距最终得以弥合。
• Synthesis of 11-aryl-11H-indeno[1′,2′:4,5]imidazo[1,2-a]pyridines via dehydrative cyclization of aryl(2-arylimidazo[1,2-a]pyridin-3-yl)methanols
  作者：Hemi Borgohain、Sajal Kumar Das

  DOI：10.1016/j.tetlet.2019.06.068

  日期：2019.8

  A series of 11-aryl-11H-indeno[1′,2′:4,5]imidazo[1,2-a]pyridines was obtained via AlCl3-promoted, dehydrative cyclization of the corresponding aryl(2-arylimidazo[1,2-a]pyridin-3-yl)methanols in moderate to good yields. The synthesized compounds can be considered as conformationally restricted, privileged aza-heterocyclic scaffold bearing triarylmethane analogs.

  通过AlCl 3促进的相应芳基（2-芳基咪唑[ ]的脱水环化反应，获得了一系列11-芳基-11 H-茚并[1'，2'：4,5]咪唑并[1,2- a ]吡啶。1,2 - α ]吡啶-3-（基）甲醇的产率中等至良好。合成的化合物可以被认为是带有三芳基甲烷类似物的构象受限的，特权的氮杂杂环骨架。