Dimethyl 3-acetyl-5-methylfuran-4,5-dicarboxylate | 51626-04-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: Dimethyl 3-acetyl-5-methylfuran-4,5-dicarboxylate
• 英文别名: dimethyl 4-acetyl-5-methylfuran-2,3-dicarboxylate；4-acetyl-5-methyl-furan-2,3-dicarboxylic acid dimethyl ester
• CAS: 51626-04-1
• 化学式: C₁₁H₁₂O₆
• 分子量: 240.213
• InChiKey: WKWRMIKSBYKBDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.36
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  82.81
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  (3,4-Dihydro-1H-2-benzoselenin-2-io)diacetyl methanide 、 丁炔二酸二甲酯 生成 Dimethyl 3-acetyl-5-methylfuran-4,5-dicarboxylate
  参考文献：
  名称：

  HORI, MIKIO;KATAOKA, TADASHI;SHIMIZU, HIROSHI;TSUTSUMI, KAZUHIRO;HU, YONG+, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N, C. 39-45

  摘要：

  DOI：

文献信息

• Copper(I)-Catalyzed Synthesis of Polysubstituted Furans from Alkynoates and 1,3-Dicarbonyl Compounds in the Presence of Oxygen
  作者：Guosheng Huang、Yongmin Liang、Rulong Yan、Jing Huang、Jia Luo、Ping Wen

  DOI：10.1055/s-0029-1219778

  日期：2010.4

  A novel and straightforward synthesis of polysubstituted furans was achieved easily from the oxidative cyclization of 1,3-di-carbonyl compound and alkynoate catalyzed by CuI in the presence of O 2 .

  在 O 2 存在下，CuI 催化 1,3-二羰基化合物和炔酸酯的氧化环化，很容易实现多取代呋喃的新型直接合成。
• Synthesis of multisubstituted furans via Cu(<scp>i</scp>)-catalyzed annulation of ketones with alkynoate under ligand- and additive-free conditions
  作者：Zaigang Luo、Yuyu Fang、Yu Zhao、Peng Liu、Xuemei Xu、Chengtao Feng、Zhong Li、Jie He

  DOI：10.1039/c5ra23058f

  日期：——

  A facile and efficient annulation strategy for the synthesis of multisubstituted furan derivatives has been achieved under mild conditions. The developed transformation via C(sp3)–H bond functionalization catalyzed by copper(I) salts using benzoyl peroxide as an external oxidant possess some obvious advantages. This ligand- and additive-free cyclization protocol offers an environmentally friendly and

  在温和的条件下，已经获得了一种用于合成多取代呋喃衍生物的简便而有效的环空策略。通过使用过氧化苯甲酰作为外部氧化剂的铜（I）盐催化的C（sp 3）-H键官能化开发的转化具有一些明显的优势。这种无配体和无添加剂的环化方案可从易于获得的底物上获得对环境重要的生物支架的环境友好和有效访问。
• Copper(I) Iodide Catalyzed [3 + 3] Annulation of Iodonium Ylides with Pyridinium 1,4-Zwitterionic Thiolates for the Synthesis of 1,4-Oxathiin Scaffolds
  作者：Àlex Díaz-Jiménez、Stuart C. D. Kennington、Anna Roglans、Anna Pla-Quintana

  DOI：10.1021/acs.orglett.3c01538

  日期：2023.7.7

  assemble the 1,4-oxathiin core through a [3 + 3] annulation. The optimal annulation partner has been found to be the iodonium ylide of the cyclic 1,3-diketones. The developed protocol allows the synthesis of a variety of bicyclic 1,4-oxathiin derivatives under very mild conditions under copper(I) iodide catalysis. Access to benzoannulated 1,4-oxathiins has been achieved through iodine-mediated aromatization

  1,4-恶硫因核的选择性组装已被视为一种强大的策略，可以获取具有非常有趣特性的分子中存在的支架。在这项研究中，利用吡啶鎓 1,4-两性离子硫醇盐的变色龙样反应性通过 [3 + 3] 环组装 1,4-恶硫苷核心。已发现最佳环化配偶体是环状 1,3-二酮的碘鎓叶立德。所开发的方案允许在碘化亚铜 (I) 催化下在非常温和的条件下合成各种双环 1,4-氧硫因衍生物。通过对最初获得的双环化合物进行碘介导的芳构化，获得了苯并环化的 1,4-氧噻啶。
• Hori, Mikio; Kataoka, Tadashi; Shimizu, Hiroshi, Journal of the Chemical Society. Perkin transactions I, 1990, # 1, p. 39 - 45
  作者：Hori, Mikio、Kataoka, Tadashi、Shimizu, Hiroshi、Tsutsumi, Kazuhiro、Hu, Yong-Zhou、Nishigiri, Motoo

  DOI：——

  日期：——