2-(2-hydroxybenzoyl)-4H-furo[3,2-c]chromen-4-one | 86739-06-2

• 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: 2-(2-hydroxybenzoyl)-4H-furo[3,2-c]chromen-4-one
• 英文别名: 2-(2-Hydroxybenzoyl)furo[3,2-c]chromen-4-one
• CAS: 86739-06-2
• 化学式: C₁₈H₁₀O₅
• 分子量: 306.274
• InChiKey: FCOFQWREIVFGBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-hydroxybenzoyl)-4H-furo[3,2-c]chromen-4-one 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 2-(2-Methoxy-benzoyl)-furo[3,2-c]chromen-4-one
  参考文献：
  名称：

  Khan, Khaliquz-Zaman; Minhaj, Najme; Tasneen, Khalida, Journal of the Chemical Society. Perkin transactions I, 1983, p. 841 - 850

  摘要：

  DOI：
• 作为产物：
  描述：

  双香豆素 在 乌洛托品 、 碘 、 乙酸酐 、 二甲基亚砜 作用下， 以 乙醇 为溶剂， 反应 25.5h， 生成 2-(2-hydroxybenzoyl)-4H-furo[3,2-c]chromen-4-one
  参考文献：
  名称：

  Khan, Khaliquz-Zaman; Minhaj, Najme; Tasneen, Khalida, Journal of the Chemical Society. Perkin transactions I, 1983, p. 841 - 850

  摘要：

  DOI：

文献信息

• DMSO and iodine mediated reaction of 4-hydroxycoumarins and aldehydes/aryl methyl ketones: synthesis of furo[3,2-c]coumarins
  作者：Sinki Kolita、Pallabi Borah、P. Seetham Naidu、Pulak J. Bhuyan

  DOI：10.1016/j.tet.2015.12.016

  日期：2016.1

  and efficient method for the synthesis of highly functionalized furo[3,2-c]coumarins was developed. The reaction occurred via initial formation of biscoumarins from the reaction of 4-hydroxycoumarins and aldehydes/aryl methyl ketones in the presence of molecular iodine in DMSO followed by lactone ring opening, cyclization and oxidative aromatization process. The reaction conditions were moderate, work-up

  开发了一种简单高效的合成高度官能化的呋喃[3,2- c ]香豆素的方法。该反应是在DMSO中存在分子碘的情况下，由4-羟基香豆素与醛/芳基甲基酮的反应最初生成双香豆素而发生的，然后是内酯开环，环化和氧化芳构化过程。反应条件温和，后处理步骤简单，并且以高收率获得产物。
• Synthesis of furo[3,2-<i>c</i>]coumarin from the reaction of 3-halochromone and 2-aminochromone; 2-aminochromone as a masked 4-hydroxycoumarin
  作者：Pritam Biswas、Jaydip Ghosh、Tapas Sarkar、Sourav Maiti、Chandrakanta Bandyopadhyaya

  DOI：10.3184/174751912x13465065026212

  日期：2012.11

  Synthesis of 2-(2-hydroxybenzoyl)-4H-furo[3,2-c]chromen-4-one has been accomplished by the reaction of 3-halochromone with 2-aminochromone. In this reaction, 2-aminochromone acts as a masked 4-hydroxycoumarin.

  2-(2-hydroxybenzoyl)-4H-furo[3,2-c]chromen-4-one 的合成已通过 3-halochromone 与 2-aminochromone 的反应完成。在该反应中，2-氨基色酮充当掩蔽的 4-羟基香豆素。
• Copper(<scp>ii</scp>) bromide-catalyzed intramolecular decarboxylative functionalization to form a C(sp³)–O bond for the synthesis of furo[3,2-c]coumarins
  作者：W. L. Zhang、S. N. Yue、Y. M. Shen、H. Y. Hu、Q.-H. Meng、H. Wu、Y. Liu

  DOI：10.1039/c4ob02490g

  日期：——

  Copper(ii) bromide-catalyzed intramolecular decarboxylative functionalization to form a C(sp³)–O bond has been developed.

  铜（II）溴催化的分子内脱羧官能团化反应已被开发用于形成C（sp3）-O键。
• Maiti, Sourav; Ghosh, Jaydip; Sarkar, Tapas, Journal of the Indian Chemical Society, 2013, vol. 90, # 9, p. 1497 - 1499
  作者：Maiti, Sourav、Ghosh, Jaydip、Sarkar, Tapas、Bandyopadhyay, Chandrakanta

  DOI：——

  日期：——
• Synthesis of functionalized furo[3,2-c]coumarins via a one-pot oxidative pseudo three-component reaction in poly(ethylene glycol)
  作者：Zeinab Zareai、Mehdi Khoobi、Ali Ramazani、Alireza Foroumadi、Ali Souldozi、Katarzyna Ślepokura、Tadeusz Lis、Abbas Shafiee

  DOI：10.1016/j.tet.2012.05.112

  日期：2012.8

  An efficient and straightforward synthesis of functionalized furo[3,2-c]coumarins via a one-pot oxidative pseudo three-component condensation of aldehydes and 4-hydroxycoumarin (2 equiv) in poly(ethylene glycol) (PEG) as solvent is described. A mixture of I-2 and K2S2O8 in the presence of Na2CO3 was used as an oxidative reagent. The structure of the furo[3,2-c]coumarins was established by X-ray single crystal structure analysis. (c) 2012 Elsevier Ltd. All rights reserved.