4,5-dihydronaphtho<1,2-c>furan-3(1H)-one | 58335-50-5

• 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-dihydronaphtho<1,2-c>furan-3(1H)-one
• 英文别名: 4,5-dihydronaphtho[1,2-c]furan-3(1H)-one；4,5-dihydro-1H-naphtho[1,2-c]furan-3-one；4,5-Dihydro-1H-naphtho[1,2-c]furan-3-on；4,5-dihydro-1H-benzo[e][2]benzofuran-3-one
• CAS: 58335-50-5
• 化学式: C₁₂H₁₀O₂
• 分子量: 186.21
• InChiKey: YSWWZJHFVUONKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 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：

  1-methyl-3,4-dihydronaphthalene-2-carboxylic acid 在 氢氧化钾 、 溴 、 溶剂黄146 作用下， 生成 4,5-dihydronaphtho<1,2-c>furan-3(1H)-one
  参考文献：
  名称：

  Synthesis of 3, 6-Dimethyl-2, 3-dihydro-1H-cyclopent[a]anthracene. A Possible Dehydrogenation Product of Anthranoid Rearrangement Product of Steroids

  摘要：

  DOI：

  10.1246/bcsj.32.1202

文献信息

• Gold-Catalyzed Photoredox C(sp²) Cyclization: Formal Synthesis of (±)-Triptolide
  作者：Alexandre Cannillo、Travis R. Schwantje、Maxime Bégin、Francis Barabé、Louis Barriault

  DOI：10.1021/acs.orglett.6b00968

  日期：2016.6.3

  Photoexcitation of a dimeric gold complex showed the activation of a C(sp2)–Br bond to generate a vinyl radical in a mild photoredox catalysis process. Use of [Au2(dppm)2]Cl2 with 365 nm LEDs in a photoredox catalysis process to produce polycyclic scaffolds using vinyl radicals is reported. This method achieved the synthesis of a small library of butenolide polycyclic compounds and naphthol polycyclic

  对二聚体金络合物的光激发表明，在温和的光氧化还原催化过程中，C（sp 2）-Br键被激活以生成乙烯基。据报道，[Au 2（dppm）2 ] Cl 2与365 nm LED在光氧化还原催化过程中使用乙烯基自由基生产多环支架。该方法实现了丁烯内酯多环化合物和萘酚多环化合物的小型文库的合成。通过完成（±）-雷公藤内酯的简明形式合成，进一步证明了这种光氧化还原工艺的功效。
• Novel Intramolecular Cyclocarbonylations Involving π-Alkene-Hydridoiron Intermediates: From [η5-C5H5(CO)2Fe]-Substituted (Z)-Enals toα,β-Butenolides andγ-Butyrolactones
  作者：Karola Rück-Braun、Christian Möller

  DOI：10.1002/(sici)1521-3765(19990301)5:3<1038::aid-chem1038>3.0.co;2-6

  日期：1999.3.1

  In order to broaden the application of [eta(5)-C5H5(CO)(2)Fe]-substituted enals, reaction cascades were developed for the construction of five-membered lactone skeletons, initiated by the regioselective reduction of the aldehyde functionality with sodium borohydride or K-Selectride. Depending on the iron compound and the reagent employed, alpha,beta-butenolides or gamma-lactones were obtained. The key steps in the reaction cascade for the formation of alpha,beta-butenolides involve carbonylation and reductive elimination. Labeling experiments, which were carried out to provide mechanistic details of the subsequent gamma-lactone formation, are in agreement with a reduction step which involves a pi-alkene hydridoiron intermediate. Proposed reaction pathways are given.
• An unusual palladium-catalyzed carbonylative cyclization of β-bromovinyl aldehydes leading to lactones
  作者：Chan Sik Cho、Hyung Sup Shim

  DOI：10.1016/j.tetlet.2006.03.184

  日期：2006.6

  beta-Bromovinyl aldehydes are carbonylatively cyclized under carbon monoxide pressure in MeCN at 100 degrees C in the presence of a catalytic amount of a palladium catalyst along with a base to give the corresponding lactones in high yields. (c) 2006 Elsevier Ltd. All rights reserved.
• NOSE ATSUKO; KUDO TADAHIRO, YAKUGAKU DZASSI. YAKUGAKU ZASSNI, J. PHARM. SOS. JAR. <YKKZ-AJ>, 1975, 95+
  作者：NOSE ATSUKO、 KUDO TADAHIRO

  DOI：——

  日期：——
• Synthesis of 3, 6-Dimethyl-2, 3-dihydro-1<i>H</i>-cyclopent[<i>a</i>]anthracene. A Possible Dehydrogenation Product of Anthranoid Rearrangement Product of Steroids
  作者：Masao Nakazaki、Sachihiko Isoe

  DOI：10.1246/bcsj.32.1202

  日期：1959.11