benzo[b]naphtho[2,1-d]furan-5,6-dione | 485-10-9

• 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: benzo[b]naphtho[2,1-d]furan-5,6-dione
• 英文别名: benzo[d]naphtho[1,2-b]furan-5,6-dione；benzo[b]naphtho[2,1-d]furan-5,6-quinone；Benzo[b]naphtho[2,1-d]furan-5,6-chinon；Naphtho[1,2-b][1]benzofuran-5,6-dione
• CAS: 485-10-9
• 化学式: C₁₆H₈O₃
• 分子量: 248.238
• InChiKey: HLRKIBGEZSHGHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 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：
  47.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzo[b]naphtho[2,1-d]furan-5,6-dione 生成 4-羟基-3-氯联苯醚
  参考文献：
  名称：

  CHATTERJEA J. N.; BHAKTA C.; SRIVASTAVA S.; LAL S., INDIAN. J. CHEM. , 1975, 13, NO 9, 889-892

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(phenylthio)cyclohex-1-ene 在 palladium on activated charcoal ammonium cerium(IV) nitrate 、 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二苯醚 、 二氯甲烷 、 间二甲苯 、 乙腈 为溶剂， 反应 41.0h， 生成 benzo[b]naphtho[2,1-d]furan-5,6-dione
  参考文献：
  名称：

  A Facile Method for the Synthesis of Dihydrofuranonaphthoquinones, Furanonaphthoquinones, and Benzofuranonaphthoquinones

  摘要：

  An efficient synthesis of dihydrofuranonaphthoquinone, furanonaphthoquinone, and benzonaphthoquinone derivatives has been carried out starting from 2-hydroxy-1,4-naphthoquinone and a variety of vinyl sulfides in moderate yields.

  DOI：

  10.1081/scc-120026354

文献信息

• Styryl and functionalized aryl derivatives of lawsone through metal-free cross-coupling of its BF3-activated phenyliodonium ylide with cinnamaldehydes and arylaldehydes
  作者：Elizabeth Malamidou-Xenikaki、Maria Tsanakopoulou、Maria Chatzistefanou、Dimitra Hadjipavlou-Litina

  DOI：10.1016/j.tet.2015.06.037

  日期：2015.8

  Phenyliodonium ylide of lawsone activated with BF3 center dot Et2O reacts with cinnamaldehydes to afford 2-hydroxy-3-styryl-1,4-naphthoquinones in good to excellent yields and relatively high level of stereospecificity through deformylation of the aldehydes. The product yield is diminished with a methoxy substituted cinnamaldehyde and becomes zero with a dimethoxy substituted substrate giving rise to another product, 2-hydroxy-3-aryl-1,4-naphthoquinone. The reaction of the same ylide with salicylic aldehydes forms 2-hydroxy-3-(2-hydroxyary1)-1,4-naphthoquinones and/or benzo[d]naphtha[2,1-b]furano-5,6-diones, depending on the reaction conditions applied. Plausible reaction mechanisms explaining the formation of these products are proposed. The products showed potent antioxidant activity and inhibited lipoxygenase. (C) 2015 Elsevier Ltd. All rights reserved.
• Chatterjea, Journal of the Indian Chemical Society, 1956, vol. 33, p. 447,451
  作者：Chatterjea

  DOI：——

  日期：——
• Kruber; Oberkobusch, Chemische Berichte, 1951, vol. 84, p. 826,830
  作者：Kruber、Oberkobusch

  DOI：——

  日期：——
• A Facile Method for the Synthesis of Dihydrofuranonaphthoquinones, Furanonaphthoquinones, and Benzofuranonaphthoquinones
  作者：Yong Rok Lee、Byung So Kim

  DOI：10.1081/scc-120026354

  日期：2003.12.1

  An efficient synthesis of dihydrofuranonaphthoquinone, furanonaphthoquinone, and benzonaphthoquinone derivatives has been carried out starting from 2-hydroxy-1,4-naphthoquinone and a variety of vinyl sulfides in moderate yields.
• CHATTERJEA J. N.; BHAKTA C.; SRIVASTAVA S.; LAL S., INDIAN. J. CHEM. <IJOC-AP>, 1975, 13, NO 9, 889-892
  作者：CHATTERJEA J. N.、 BHAKTA C.、 SRIVASTAVA S.、 LAL S.

  DOI：——

  日期：——