naphtho[2,3-b]furan-2(3H)-one | 4420-43-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: naphtho[2,3-b]furan-2(3H)-one
• 英文别名: 3H-naphtho[2,3-b]furan-2-one；3H-Naphtho[2,3-b]furan-2-on；Naphtho[2,3-b]furan-2(3H)-one；3H-benzo[f][1]benzofuran-2-one
• CAS: 4420-43-3
• 化学式: C₁₂H₈O₂
• 分子量: 184.194
• InChiKey: VZJOMFFWGWGZIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (3-acetoxy-[2]naphthyl)-acetic acid ethyl ester 在 sodium hydroxide 、 乙酸酐 作用下， 生成 naphtho[2,3-b]furan-2(3H)-one
  参考文献：
  名称：

  Eistert, Chemische Berichte, 1936, vol. 69, p. 1074,1078

  摘要：

  DOI：

文献信息

• Metal-Free Oxidative Cyclization of Alkynyl Aryl Ethers to Benzofuranones
  作者：Katharina Graf、Carmen L. Rühl、Matthias Rudolph、Frank Rominger、A. Stephen K. Hashmi

  DOI：10.1002/anie.201304813

  日期：2013.11.25

  Readily available phenols can be converted into substituted aryl alkynyl ethers, which react with an N‐oxide as an oxidant and catalytic amounts of a Brønsted acid to provide benzofuranones. If non‐terminal alkynyl ethers are applied, a 1,2‐hydride shift takes place and phenyl acrylates are obtained. Thus activated alkynes can serve as α‐oxy carbene precursors even in the absence of a metal catalyst

  易获得的苯酚可以转化为取代的芳基炔基醚，它们与N-氧化物作为氧化剂和催化量的布朗斯台德酸反应生成苯并呋喃酮。如果使用非末端炔基醚，则会发生1,2-氢化物转变，从而获得丙烯酸苯酯。因此，即使在没有金属催化剂的情况下，活化的炔烃也可以用作α-氧卡宾的前体。
• Substituted benzofuran, benzopyrrole, benzothiophene, and structurally related complement inhibitors
  申请人：BioCryst Pharmaceuticals, Inc.

  公开号：US11021458B2

  公开（公告）日：2021-06-01

  Disclosed are compounds of formulae I and II, and pharmaceutically acceptable salts and prodrugs thereof, which are inhibitors of the complement system. Also provided are pharmaceutical compositions comprising such a compound, and methods of using the compounds and compositions in the treatment or prevention of a disease or condition characterized by aberrant complement system activity.

  公开了式 I 和 II 的化合物及其药学上可接受的盐和原药，它们是补体系统的抑制剂。还提供了包含此类化合物的药物组合物，以及使用这些化合物和组合物治疗或预防以补体系统活性异常为特征的疾病或病症的方法。
• Pd(II)-Catalyzed <i>ortho</i>-C–H Oxidation of Arylacetic Acid Derivatives: Synthesis of Benzofuranones
  作者：Raja K. Rit、M. Ramu Yadav、Akhila K. Sahoo

  DOI：10.1021/ol403699d

  日期：2014.2.7

  Pd(II)-catalyzed ortho-C-H acetoxylation of arylacetic acid derivatives is demonstrated with the aid of a novel S-methyl-S-2-pyridylsulfoximine (MPyS) directing group (DG). The alpha-mono- and alpha-unsubstituted arylacetic acid derivatives were readily employed in the ortho-C-H acetoxylations. The oxidation products are hydrolyzed, and the MPyS-DG is easily recovered, providing ready access to 0-hydroxyarylacetic acids. 3-Mono- and 3-unsubstituted benzofuranones are synthesized from 0-hydroxyarylacetic acids.
• Alder; Schmitz-Josten, Justus Liebigs Annalen der Chemie, 1955, vol. 595, p. 1,25
  作者：Alder、Schmitz-Josten

  DOI：——

  日期：——
• Krzikalla; Eistert, Journal fur praktische Chemie (Leipzig 1954), 1935, vol. <2> 143, p. 50,56
  作者：Krzikalla、Eistert

  DOI：——

  日期：——