2-<2-hydroxybenzoyl>-3-phenyl-4H-furo<3,2-c><1>benzopyran-4-one | 132590-25-1

• 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>-3-phenyl-4H-furo<3,2-c><1>benzopyran-4-one
• 英文别名: 2-(2-hydroxybenzoyl)-3-(phenyl)-4H-furo[3,2-c]chromen-4-one；2-(2-hydroxybenzoyl)-3-phenyl-4H-furo[3,2-c]chromen-4-one；3-phenyl-2-(2-hydroxybenzoyl)-4H-furo[3,2-c]chromen-4-one；2-(2-Hydroxybenzoyl)-3-phenylfuro[3,2-c]chromen-4-one
• CAS: 132590-25-1
• 化学式: C₂₄H₁₄O₅
• 分子量: 382.372
• InChiKey: KEYXSMMGFRVYMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• 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

• 作为产物：
  描述：

  3,3'-phenylmethylene-bis-4-hydroxycoumarin 在 吡啶 、 氧气 、 copper(ll) bromide 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以92%的产率得到2-<2-hydroxybenzoyl>-3-phenyl-4H-furo<3,2-c><1>benzopyran-4-one
  参考文献：
  名称：

  Copper(ii) bromide-catalyzed intramolecular decarboxylative functionalization to form a C(sp³)–O bond for the synthesis of furo[3,2-c]coumarins

  摘要：

  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。

  DOI：

  10.1039/c4ob02490g

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 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.
• Rahman; Khan; Siddiqi, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1990, vol. 29, # 10, p. 941 - 943
  作者：Rahman、Khan、Siddiqi、Zaman

  DOI：——

  日期：——
• MUJEEB-UR-RAHMAN;KHAN, KHALIQUZ-ZAMAN;SIDDIQI, ZEBA SAEED;ZAMAN, ASIF, INDIAN J. CHEM. B, 29,(1990) N0, C. 941-943
  作者：MUJEEB-UR-RAHMAN、KHAN, KHALIQUZ-ZAMAN、SIDDIQI, ZEBA SAEED、ZAMAN, ASIF

  DOI：——

  日期：——