3-phenoxy-2H-1-benzopyran-2-one | 91787-19-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-phenoxy-2H-1-benzopyran-2-one
• 英文别名: 3-phenoxybenzo[b]pyran-2-one；3-phenoxy-2H-chromen-2-on；3-(phenoxy)coumarin；3-Phenoxycoumarin；3-phenoxycumarin；3-Phenoxy-2H-chromen-2-one；3-phenoxychromen-2-one
• CAS: 91787-19-8
• 化学式: C₁₅H₁₀O₃
• 分子量: 238.243
• InChiKey: TZNUKOCBYXFUQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6H-<1>benzopyrano<3,4-b><1,4>benzoxanthiin-6-one 在 镍 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以55%的产率得到3-phenoxy-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Mozhaeva, T. Ya.; Lezina, V. P.; Savel'ev, V. L., Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 7, p. 1178 - 1183

  摘要：

  DOI：

文献信息

• Synthesis and relative binding affinity to human steroid receptors of substituted 3-aryloxycoumarins
  作者：Robert Bakhchinian、François Terrier、Serge Kirkiacharian、Michèle Resche-Rigon、Françoise Bouchoux、Evelyne Cérède

  DOI：10.1016/j.farmac.2003.07.001

  日期：2003.11

  The synthesis of a set of substituted 3-aryloxycoumarins was performed. The study of the relations between their structure and their relative binding affinity to human androgen, progesterone, alpha and beta estrogen receptors was achieved.

  进行一组取代的3-芳氧基香豆素的合成。研究了它们的结构及其与人雄激素，孕酮，α和β雌激素受体的相对结合亲和力之间的关系。
• A Novel and Convenient Synthesis of Substituted Coumarins
  作者：Alok K. Awasthi、Ram S. Tewari

  DOI：10.1055/s-1986-31877

  日期：——

  Substituted coumarins have been synthesized by the annelation of 2-hydroxyphenyl aldehydes and ketones with carboxylic acids using N,N-dimethyl(dichlorophosphoryloxymethylene)ammonium chloride as phosphorylating agent.

  以 N,N-二甲基（二氯磷酰氧基亚甲基）氯化铵为磷化剂，通过 2-羟基苯基醛和酮与羧酸的琥珀酸化反应合成了取代香豆素。
• 4-Phenoxycoumarins and thio derivatives thereof, their preparation and use as herbicides
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0694257A1

  公开（公告）日：1996-01-31

  Compounds of formula I wherein X and X'are each independently halogen, C₁-C₄alkyl, or C₂-C₄alkenyl; W, Y and Zare each independently O or S; and R and R₁are as defined in Claim 1,    methods for their preparation, herbicidal compositions containing them, and methods for the control of monocotyledenous plants, in particular of monocotyledenous weeds in the presence of cereal crops, by applying them.

  式 I 的化合物 式中 X和X'各自独立地为卤素、C₁-C₄烷基或C₂-C₄烯基； W、Y 和 Z 各自独立地为 O 或 S；以及 R 和 R₁ 如权利要求 1 所定义、 它们的制备方法、含有它们的除草组合物，以及通过施用它们控制单子叶植物，特别是谷类作物中的单子叶杂草的方法。
• Firth, John W.; Livingstone, Robert, Journal of Chemical Research, Miniprint, 2000, # 7, p. 801 - 820
  作者：Firth, John W.、Livingstone, Robert

  DOI：——

  日期：——
• Expedient Synthesis of Biologically Potent Aryloxycoumarins and (Aryloxyimino)ethylcoumarins via Copper(II)-Promoted Chan–Lam Coupling Reaction
  作者：Arunima Medda、Gargi Pal、Raghunath Singha、Tabassum Hossain、Achintya Saha、Asish R. Das

  DOI：10.1080/00397911.2011.594544

  日期：2013.1

  A convenient protocol for the efficient synthesis of aryloxycoumarins and (aryloxyimino) ethylcoumarins is described. The synthetic route developed involves the Cu-promoted C-O and N-O coupling reactions from readily available hydroxycoumarin and (hydroxyimino)ethylcoumarin derivatives in the presence of the catalytic system Cu(OAc)(2)/Et3N. By applying this condition, a series of arylboronic acids have been successfully reacted to afford the coupled products in fair to good yields.

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