6H-benzofuro[2,3-c]chromen-6-one | 6457-97-2

• 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: 6H-benzofuro[2,3-c]chromen-6-one
• 英文别名: isocoumestan；[1]Benzoxolo[2,3-c]chromen-6-one；[1]benzofuro[2,3-c]chromen-6-one
• CAS: 6457-97-2
• 化学式: C₁₅H₈O₃
• 分子量: 236.227
• InChiKey: KIZSQLGGYRIRNH-UHFFFAOYSA-N

物化性质

• 熔点：
  169-170 °C(Solv: methanol (67-56-1))
• 沸点：
  417.2±14.0 °C(Predicted)
• 密度：
  1.385±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,2'-二羟基苯酮 在 氢氧化钾 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 6H-benzofuro[2,3-c]chromen-6-one
  参考文献：
  名称：

  Borse, Arvind P.; Kelkar, Shriniwas L.; Wadia, Murban S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1987, vol. 26, # 1-12, p. 1180 - 1181

  摘要：

  DOI：

文献信息

• Synthesis of heterocyclic-fused benzofurans via C–H functionalization of flavones and coumarins
  作者：Youngtaek Moon、Yechan Kim、Hyerim Hong、Sungwoo Hong

  DOI：10.1039/c3cc44456b

  日期：——

  An efficient method to effect C-O cyclization was developed via the C-H functionalization of chromones and coumarins, affording heterocyclic-fused benzofurans.

  通过色酮和香豆素的CH官能化开发了一种有效的CO环化方法，提供了杂环稠合的苯并呋喃。
• Heterocyclic Iodoniums for the Assembly of Oxygen-Bridged Polycyclic Heteroarenes with Water as the Oxygen Source
  作者：Daqian Zhu、Zhouming Wu、Bingling Luo、Yongliang Du、Panpan Liu、Yunyun Chen、Yumin Hu、Peng Huang、Shijun Wen

  DOI：10.1021/acs.orglett.8b01969

  日期：2018.8.17

  A diverse set of novel heterocyclic iodoniums was synthesized for the first time. The reactions of these unique iodoniums with environmentally benign water as the oxygen source provided structurally complex oxygen-incorporated heteropolycycles that are essential motifs in natural products and biologically active compounds. The transformation only required low-cost copper acetate. Further derivatization of the obtained polycycles expanded the structural diversity, which is important in the building of chemical libraries for drug discovery.
• Majumder, K.C.; Khan, A.T.; Gupta, A.K., Synthetic Communications, 1990, vol. 20, # 9, p. 1249 - 1263
  作者：Majumder, K.C.、Khan, A.T.、Gupta, A.K.、Dey, K.

  DOI：——

  日期：——
• Stannic Chloride–Iodine: An Efficient Reagent for Regioselective Synthesis of Furan–Fused Heterocycles
  作者：K. C. Majumdar、A. Biswas、P. P. Mukhopadhyay

  DOI：10.1080/00397910701470982

  日期：2007.8.1

  SnCl4-I-2-mediated cyclization of ortho-cyclohexenyl phenol and ortho-cyclohexenyl enol derivatives of coumarin, uracil, dimedone, and pyrone at room temperature for 1 h give the linear cyclized products in 78-90% yield, which, on treatment with 10% Pd-C at 250 degrees C for 1-2 h, afford corresponding aromatized products in 80-84% yield.
• Joshi, U. K.; Kelkar, R. M.; Paradkar, M. V., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 5, p. 456 - 457
  作者：Joshi, U. K.、Kelkar, R. M.、Paradkar, M. V.

  DOI：——

  日期：——