4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one | 34085-63-7

• 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: 4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one
• 英文别名: 2,3a,4,5-tetrahydronaphtho[2,1-b]furan-2-one；4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one；4,5-dihydro-3aH-benzo[e][1]benzofuran-2-one
• CAS: 34085-63-7
• 化学式: C₁₂H₁₀O₂
• 分子量: 186.21
• InChiKey: ZERRMBPBPQNCFO-UHFFFAOYSA-N

物化性质

• 沸点：
  413.6±44.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  2-(3,4-二氢萘-1-基)乙酸乙酯 在 四氧化锇 、 N-甲基吲哚酮 、 对甲苯磺酸 作用下， 反应 0.5h， 生成 4,5-dihydro-3aH-naphtho[2,1-b]furan-2-one
  参考文献：
  名称：

  An efficient entry into butenolides: Synthesis of (±) mintlactone

  摘要：

  Osmylation of beta,gamma-unsaturated esters and acid catalysed cyclisation of the resultant diols generate butenolides in high yields.

  DOI：

  10.1016/s0040-4039(00)61325-4

文献信息

• Facile synthesis of unsaturated lactones via intramolecular Wittig reaction
  作者：Pradeep Kumar、K. Saravanan

  DOI：10.1016/s0040-4020(97)10428-8

  日期：1998.3

  The phosphoranes 3 formed from the reaction of a variety of keto alcohols 1 and (triphenylphosphoranylidene)ethenone 2 undergo intramolecular Wittig cyclization to afford the unsaturated lactones in moderate yields.

  所述膦3从各种酮醇的反应形成1和（三苯基亚正膦）乙酮2进行分子内的环化的Wittig，得到不饱和内酯类在中等产率。
• Novel oxidative conversion of β,γ-unsaturated acids into butenolides: synthesis of heritonin and heritol
  作者：Subhash P. Chavan、P. K. Zubaidha、Chitra A. Govande、Y. Tripura Subba Rao

  DOI：10.1039/c39940001101

  日期：——

  A novel strategy of converting β,γ-unsaturated esters to butenolides involving oxidative cyclisation with ceric ammonium nitrate at room temperature is described.

  文中介绍了一种将 δ²，δ³-不饱和酯转化为丁烯内酯的新策略，包括在室温下使用硝酸铈铵进行氧化环化。
• Butenolide annelation using a manganese(III) oxidation. A synthesis of 4-arylfuran-2(5H)-ones
  作者：Ayhan S Demir、Nurettin Camkerten、Zuhal Gercek、Nese Duygu、Omer Reis、Elif Arikan

  DOI：10.1016/s0040-4020(99)00036-8

  日期：1999.2

  A general procedure was developed for the annelation of a butenolide to an aromatic ketone that highlighted a manganese(III) oxidation of aromatic ketones. The oxidation of aromatic ketones with manganese(III) acetate in the presence of 2-bromoacetic acid or the Mn(II) salt of this carboxylic acid provided a regioselectively convenient synthesis of 2-(2-bromoacetoxy) ketones. An Arbuzov or Wittig reaction

  开发了将丁烯内酯与芳香族酮成环反应的通用程序，该程序突出了芳香族酮的锰（III）氧化。在2-溴乙酸或该羧酸的Mn（II）盐存在下，用乙酸锰（III）氧化芳香族酮提供了区域选择性的2-（2-溴乙酰氧基）酮的合成。2-（2-溴乙酰氧基）酮的Arbuzov或Wittig反应，然后环化，可提供高收率的4-芳基呋喃-2（5 H）-酮。
• Novel compounds having antiinflamatory activity: process for their preparation and pharmaceutical compositions containing them
  申请人：DR. REDDY'S LABORATORIES LTD.

  公开号：US20020032230A1

  公开（公告）日：2002-03-14

  The present invention relates to novel heterocyclic compounds of the general formula (I), their derivatives, their analogs, their tautomeric forms, their stereoisomers, their regioisomers, their polymorphs, their pharmaceutically acceptable salts, their pharmaceutically acceptable solvates and pharmaceutically acceptable compositions containing them. 1

  本发明涉及一种新型杂环化合物，其一般式为（I），其衍生物，类似物，互变异构体，立体异构体，区域异构体，多晶形态，药学上可接受的盐，药学上可接受的溶剂化合物和药学上可接受的含有它们的组合物。
• Asymmetric Oxidative Lactonization of Enynyl Boronates
  作者：Kezhuo Zhang、Chenchen Li、Yining Jia、Wanxiang Zhao

  DOI：10.1002/anie.202209004

  日期：2022.10.10

  We present herein the first oxidation of enynyl boronates for the synthesis of γ-lactones, including spiro-, and fused-butanolides as well as butenolides that are prevalent in nature products and bioactive molecules. The asymmetric version of this oxidation was also achieved in the presence of chiral ketone and Oxone. This process successively involves the oxidation of C(sp)−B bond, the epoxidation

  我们在此提出了用于合成γ-内酯的烯基硼酸酯的第一次氧化，包括螺环和稠合丁内酯以及在天然产物和生物活性分子中普遍存在的丁烯内酯。这种氧化的不对称形式也在手性酮和 Oxone 的存在下实现。该过程依次涉及 C(sp)-B 键的氧化、C-C 双键的环氧化和内酯化。