(E)-3-(4-Acetylphenyl)-1-phenyl-prop-2-en-1-on | 253597-40-9

• 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: (E)-3-(4-Acetylphenyl)-1-phenyl-prop-2-en-1-on
• 英文别名: (E)-3-(4-acetylphenyl)-1-phenylprop-2-en-1-one；(E)-4-acetylchalcone
• CAS: 253597-40-9
• 化学式: C₁₇H₁₄O₂
• 分子量: 250.297
• InChiKey: GOCXLFHYJMDOCV-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 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：

  苯甲醛 、 (E)-3-(4-Acetylphenyl)-1-phenyl-prop-2-en-1-on 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以38%的产率得到(E,E)-1-Phenyl-3-[4-(3-phenylpropenoyl)phenyl]-prop-2-en-1-on
  参考文献：
  名称：

  Meier, Herbert; Aust, Harald; Ickenroth, Dirk, Journal fur Praktische Chemie (Weinheim), 1999, vol. 341, # 6, p. 529 - 535

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(4-溴苯基)-2-甲基-1,3-二氧戊环 在 sodium hydroxide 、 正丁基锂 作用下， 以 乙醚 、 乙醇 、 正己烷 为溶剂， 反应 5.25h， 生成 (E)-3-(4-Acetylphenyl)-1-phenyl-prop-2-en-1-on
  参考文献：
  名称：

  Meier, Herbert; Aust, Harald; Ickenroth, Dirk, Journal fur Praktische Chemie (Weinheim), 1999, vol. 341, # 6, p. 529 - 535

  摘要：

  DOI：

文献信息

• Synthesis of chalcones via domino dehydrochlorination/Pd(OAc)2-catalyzed Heck reaction
  作者：Tenglong Guo、Quanbin Jiang、Likun Yu、Zhengkun Yu

  DOI：10.1016/s1872-2067(14)60247-3

  日期：2015.1

  A new method has been developed for the cross-coupling of aryl halides with beta-chloroalkyl aryl ketones and their ester and amide analogs through a domino dehydrochlorination/Pd(OAc)(2)-catalyzed Heck reaction sequence. The enone intermediates generated in situ reduced the occurrence of side reactions and therefore enhanced the efficiency of the reaction. This reaction exhibited good tolerance to various functional groups on both substrates and provides rapid access to a wide range of chalcone derivatives. (C) 2015, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
• A new Heck reaction modification using ketone Mannich bases as enone precursors: Parallel synthesis of anti-leishmanial chalcones
  作者：Christina Reichwald、Orly Shimony、Nina Sacerdoti-Sierra、Charles L. Jaffe、Conrad Kunick

  DOI：10.1016/j.bmcl.2008.01.112

  日期：2008.3

  A new Heck-type reaction for the synthesis of chalcones has been established using Mannich bases as enone precursors. The novel reaction proceeds rapidly in air atmosphere under ligandless conditions and can be adapted for library synthesis in a parallel reactor station. Screening of the synthesized chalcones revealed N-4-[(1E)-3-oxo-3-(3-pyridinyl)-1-propenyl]phenyl} benzamide (3f) to be a potent anti-leishmanial agent. (C) 2008 Elsevier Ltd. All rights reserved.
• Palladium-Catalyzed Decarboxylative Arylation of Benzoylacrylic Acids toward the Synthesis of Chalcones
  作者：Yuto Unoh、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/jo400716e

  日期：2013.5.17

  It has been found that readily available 3-benzoylacrylic acids undergo palladium-catalyzed decarboxylative arylation with arylboronic acids in the presence of a copper salt oxidant to produce chalcone derivatives. The decarboxylative arylation could also be achieved using aryl halides as the alternative aryl source to expand the applicable scope.
• Meier, Herbert; Aust, Harald; Ickenroth, Dirk, Journal fur Praktische Chemie (Weinheim), 1999, vol. 341, # 6, p. 529 - 535
  作者：Meier, Herbert、Aust, Harald、Ickenroth, Dirk、Kolshorn, Heinz

  DOI：——

  日期：——