7-chloro-2-phenylchroman-4-one | 63483-33-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 7-chloro-2-phenylchroman-4-one
• 英文别名: 4H-1-Benzopyran-4-one, 7-chloro-2,3-dihydro-2-phenyl-；7-chloro-2-phenyl-2,3-dihydrochromen-4-one
• CAS: 63483-33-0
• 化学式: C₁₅H₁₁ClO₂
• 分子量: 258.704
• InChiKey: MNJMPYFBQOISEB-UHFFFAOYSA-N

物化性质

• 熔点：
  54-55.5 °C
• 沸点：
  427.5±45.0 °C(Predicted)
• 密度：
  1.293±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-chloro-2-phenylchroman-4-one 在 叠氮基三甲基硅烷 、 三氟乙酸 作用下， 生成 8-Chloro-2-phenyl-3,4-dihydro-2H-benzo[f][1,4]oxazepin-5-one
  参考文献：
  名称：

  English, Robin B.; Kaye, Perry T.; Mphahlele, M. Jack, Journal of Chemical Research, Miniprint, 1995, # 10, p. 2319 - 2336

  摘要：

  DOI：
• 作为产物：
  描述：

  4'-Chlor-2'-hydroxy-chalkon 在 乙醇 、 磷酸 作用下， 生成 7-chloro-2-phenylchroman-4-one
  参考文献：
  名称：

  30. 7-卤素黄酮及相关化合物的合成

  摘要：

  DOI：

  10.1039/jr9580000146

文献信息

• Divergent synthesis of flavones and flavanones from 2′-hydroxydihydrochalcones <i>via</i> palladium(<scp>ii</scp>)-catalyzed oxidative cyclization
  作者：Seung Hwan Son、Yang Yil Cho、Hyung-Seok Yoo、Soo Jin Lee、Young Min Kim、Hyu Jeong Jang、Dong Hwan Kim、Jeong-Won Shin、Nam-Jung Kim

  DOI：10.1039/d1ra01672e

  日期：——

  Divergent and versatile synthetic routes to flavones and flavanones via efficient Pd(II) catalysis are disclosed. These Pd(II) catalyses expediently provide a variety of flavones and flavanones from 2′-hydroxydihydrochalcones as common intermediates, depending on oxidants and additives, via discriminate oxidative cyclization sequences involving dehydrogenation, respectively, in a highly atom-economic

  公开了通过有效的 Pd( II ) 催化合成黄酮和黄烷酮的不同且通用的合成路线。根据氧化剂和添加剂，这些 Pd( II ) 催化剂分别以高度原子经济的方式通过涉及脱氢的区分氧化环化序列，方便地从 2'-羟基二氢查耳酮中提供各种黄酮和黄烷酮作为常见的中间体。
• Photooxygenation Reactions of 4-Flavanols and Benzylic-type Alcohols
  作者：Morio Suzuki、Eiji Yamazaki、Fumiaki Takabe、Motonobu Morioka、Hideo Mizuno、Ryoka Matsushima

  DOI：10.1246/bcsj.57.1870

  日期：1984.7

  selectivity and enhancement effect by electron-donating substituents. A series of benzylic-type alcohols showed similar substituent effects. The structure-reactivity relationships were explained in terms of the stereoelectronic requirements for favorable overlapping of intermediates. In order to infer the active oxidant species, the above photoreactions were compared with the oxidations by singlet oxygen and

  在氧气氛下在苯中照射顺式和反式 4- 黄烷醇产生对产率具有显着结构影响的黄烷酮：高顺式/反式选择性和电子给体取代基的增强作用。一系列苄型醇表现出类似的取代作用。根据对中间体有利重叠的立体电子要求来解释结构-反应性关系。为了推断活性氧化剂种类，将上述光反应与单线态氧和超氧离子的氧化进行比较。提出了超氧离子或其相关物种如电子转移络合物R+····O2-·的参与。还研究了添加剂和溶剂的影响。
• Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride
  作者：Motofumi Miura、Karin Shigematsu、Masaharu Toriyama、Shigeyasu Motohashi

  DOI：10.1016/j.tetlet.2021.153480

  日期：2021.11

  flavanones, which included polycyclic aromatic and heterocyclic rings, were readily synthesized via oxa-Michael addition from the corresponding hydroxychalcones with a catalytic amount of aqueous cesium fluoride solution under mild conditions. This method could be applied to the scalable synthesis of eriodictyol as a known potent inhibitor of the SARS-CoV-2 spike protein.

  在温和条件下，从相应的羟基查耳酮与催化量的氟化铯水溶液通过氧杂-迈克尔加成容易合成总共 36 种黄烷酮，其中包括多环芳环和杂环。该方法可用于作为 SARS-CoV-2 刺突蛋白的已知强效抑制剂圣草酚的可扩展合成。
• Highly Selective Palladium-Catalyzed Direct CH α-Monoarylation of Carbonyl Compounds using Water Containing the Surfactant Polyoxyethylene-α-Tocopheryl Sebacate (PTS) as a Solvent
  作者：Marco Lessi、Tiziana Masini、Luca Nucara、Fabio Bellina、Renzo Rossi

  DOI：10.1002/adsc.201000810

  日期：2011.2.11

  Highly selective direct CH α-monoarylation reactions of 4-chromanones, ketones and 2-phenylacetaldehyde with aryl halides have been performed in satisfactory yields by using a tris(dibenzylideneacetone)dipalladium(0)/tri-tert-butylphosphine tetrafluoroborate catalyst system, potassium bicarbonate as the base and a solvent consisting of pure water containing a small amount of polyoxyethylene-α-tocopheryl

  通过使用三（二亚苄基丙酮）二钯（0）/三叔丁基膦四氟硼酸酯催化剂体系，碳酸氢钾溶液，以令人满意的产率进行了4-铬酮，酮和2-苯基乙醛与芳基卤化物的高选择性直接CHα-单芳基化反应。作为碱和由纯水组成的溶剂，其中含有少量的聚氧乙烯-α-生育酚癸二酸酯（PTS）。在串联过程中采用了相似的反应条件，从而由羰基化合物和2-溴苯甲酸甲酯生成了苯基取代的异香豆素。
• Synthesis of flavanones using nanocrystalline MgO
  作者：B.M. Choudary、K.V.S. Ranganath、Jagajit Yadav、M. Lakshmi Kantam

  DOI：10.1016/j.tetlet.2004.12.078

  日期：2005.2

  The design and development of a truly nano heterogeneous catalyst for the Claisen-Schmidt condensation (CSC) of benz-aldehydes with 2-hydroxyacetophenone to yield substituted chalcones followed by isomerization to afford flavanones with excellent yields and selectivity is described. (C) 2005 Elsevier Ltd. All rights reserved.