10-(benzoyloxy)phenothiabismine 5,5-dioxide | 1442441-62-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 10-(benzoyloxy)phenothiabismine 5,5-dioxide
• 英文别名: 5,5-dioxido-10H-dibenzo[b,e][1,4]thiabismin-10-yl benzoate；(5,5-Dioxobenzo[b][1,4]benzothiabismin-10-yl) benzoate；(5,5-dioxobenzo[b][1,4]benzothiabismin-10-yl) benzoate
• CAS: 1442441-62-4
• 化学式: C₁₉H₁₃BiO₄S
• 分子量: 546.356
• InChiKey: JXWWINRLKPQKBW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.54
• 重原子数：
  25
• 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：
  82.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  10-(benzoyloxy)phenothiabismine 5,5-dioxide 在 碳酸氢钠 、 magnesium sulfate 作用下， 以 水 、 甲苯 、 乙腈 为溶剂， 反应 17.0h， 生成 10-(2-fluoro-6-methoxyphenyl)-10H-dibenzo[b,e][1,4]thiabismine 5,5-dioxide
  参考文献：
  名称：

  铋介导的酸性二酮与邻位取代硼酸的 α-芳基化

  摘要：

  公开了一种模块化的、双环介导的方法，用于环状二酮和氟代烷基二酮与邻位取代的芳基硼酸的氧化偶联。双方都具有广泛的功能，可以直接访问目前其他方法无法访问的农业化学和药物重要基序。

  DOI：

  10.1002/anie.202210840
• 作为产物：
  描述：

  10-(4-methylphenyl)phenothiabismine 5,5-dioxide 在 三氟化硼乙醚 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 10-(benzoyloxy)phenothiabismine 5,5-dioxide
  参考文献：
  名称：

  Heterocyclic bismuth carboxylates based on a diphenyl sulfone scaffold: Synthesis and antifungal activity against Saccharomyces cerevisiae

  摘要：

  A series of heterocyclic organobismuth(III) carboxylates 4 and 5 [RCO2Bi(C6H4-2-SO2C6H4-1'-)] derived from diphenyl sulfone was synthesized to determine the influence of the carboxylate ligand structure on the lipophilicity and antifungal activity against the yeast Saccharomyces cerevisiae. In contrast to the clear structure-activity relationship between the size of the inhibition zone and the value of ClogP for specific substitution on diphenyl sulfone scaffold 1 [ClBi(5-RC6H3-2-SO2C6H4-1'-)], scaffolds 4 and 5 showed similar inhibition activities irrespective of the ClogP value. This suggests that these molecules function inside the yeast cell by separating into the cationic heterocyclic bismuth scaffold and the anionic carboxylate moiety, and that the bismuth scaffold plays an important role in the inhibition activity. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.02.036

文献信息

• Heterocyclic bismuth carboxylates based on a diphenyl sulfone scaffold: Synthesis and antifungal activity against Saccharomyces cerevisiae
  作者：Toshihiro Murafuji、Kunito Kitagawa、Daisuke Yoshimatsu、Kei Kondo、Katsuya Ishiguro、Ryo Tsunashima、Isamu Miyakawa、Yuji Mikata

  DOI：10.1016/j.ejmech.2013.02.036

  日期：2013.5

  A series of heterocyclic organobismuth(III) carboxylates 4 and 5 [RCO2Bi(C6H4-2-SO2C6H4-1'-)] derived from diphenyl sulfone was synthesized to determine the influence of the carboxylate ligand structure on the lipophilicity and antifungal activity against the yeast Saccharomyces cerevisiae. In contrast to the clear structure-activity relationship between the size of the inhibition zone and the value of ClogP for specific substitution on diphenyl sulfone scaffold 1 [ClBi(5-RC6H3-2-SO2C6H4-1'-)], scaffolds 4 and 5 showed similar inhibition activities irrespective of the ClogP value. This suggests that these molecules function inside the yeast cell by separating into the cationic heterocyclic bismuth scaffold and the anionic carboxylate moiety, and that the bismuth scaffold plays an important role in the inhibition activity. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Bismuth‐Mediated α‐Arylation of Acidic Diketones with <i>ortho</i> ‐Substituted Boronic Acids
  作者：Katie Ruffell、Stephen P. Argent、Kenneth B. Ling、Liam T. Ball

  DOI：10.1002/anie.202210840

  日期：2022.10.4

  A modular, bismacycle-mediated method is disclosed for the oxidative coupling of cyclic and fluoroalkyl diketones with ortho-substituted arylboronic acids. A wide range of functionality is tolerated on both partners, providing direct access to agrochemically and pharmaceutically important motifs that are currently inaccessible by other approaches.

  公开了一种模块化的、双环介导的方法，用于环状二酮和氟代烷基二酮与邻位取代的芳基硼酸的氧化偶联。双方都具有广泛的功能，可以直接访问目前其他方法无法访问的农业化学和药物重要基序。