ethyl 2-(thiophen-2-ylsulfonyl)acetate | 30749-65-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: ethyl 2-(thiophen-2-ylsulfonyl)acetate
• 英文别名: ethyl (2-thienyl)-sulphonylacetate；Ethyl 2-(2-thienylsulfonyl)acetate；ethyl 2-thiophen-2-ylsulfonylacetate
• CAS: 30749-65-6
• 化学式: C₈H₁₀O₄S₂
• 分子量: 234.297
• InChiKey: XEAPLNIGISXOMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  97.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-(thiophen-2-ylsulfonyl)acetate 、 5-(4-chlorophenyl)-pentyl bromide 、 sodium methylate 生成 Ethyl 7-(4-chlorophenyl)-2-thiophen-2-ylsulfonylheptanoate
  参考文献：
  名称：

  WOLFF, HANS PETER;KUHNLE, HANS-FRIEDER

  摘要：

  DOI：
• 作为产物：
  描述：

  重氮乙酸乙酯 、 sodium thiophene-2-sulfinate 在 dipotassium peroxodisulfate 、 1,10-菲罗啉 、 silver nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 4.0h， 以25%的产率得到ethyl 2-(thiophen-2-ylsulfonyl)acetate
  参考文献：
  名称：

  Cross coupling of sulfonyl radicals with silver-based carbenes: a simple approach to β-carbonyl arylsulfones

  摘要：

  亚磺酰自由基与银基卡宾的自由基-卡宾偶联反应已经得到了很好的建立，这为合成各种β-酮基芳基亚磺酰提供了有效的方法。

  DOI：

  10.1039/d0ob00091d

文献信息

• Compositions for regulating or modulating quorum sensing in bacteria, methods of using the compounds, and methods of regulating or modulating quorum sensing in bacteria
  申请人：Georgia State University Research Foundation, Inc.

  公开号：EP2529793A2

  公开（公告）日：2012-12-05

  The present disclosure encompasses compounds and compositions that are useful as specific AI-2 antagonists for the control of bacterial quorum sensing. Although the AI-2 antagonists according to the present disclosure may not have bactericidal effect, their ability to attenuate virulence, drug resistance, and/or biofilm formation have therapeutic benefits. In addition, the AI-2 antagonists of the present disclosure can also be used as tools to probe bacterial AI-2 functions. The present disclosure also encompasses methods for inhibiting or attenuating microbial virulence, biofilm formation, and drug resistance. The methods are suitable for preventing bacteria from accruing and forming extensive biofilms that may be a health or hygiene hazard or a physical issue, such as in the blockage of water or fuel lines.

  本公开包括可作为特异性 AI-2 拮抗剂用于控制细菌法定人数感应的化合物和组合物。尽管本公开的 AI-2 拮抗剂可能不具有杀菌作用，但其减弱毒性、耐药性和/或生物膜形成的能力具有治疗效果。此外，本公开的 AI-2 拮抗剂还可用作探究细菌 AI-2 功能的工具。本公开内容还包括抑制或减弱微生物毒力、生物膜形成和耐药性的方法。这些方法适用于防止细菌积累和形成广泛的生物膜，这些生物膜可能会危害健康或卫生，或造成物理问题，如堵塞水管或燃油管。
• Photoredox catalytic alkylarylation of alkynes with arylsulfonylacetate as bifunctional reagent
  作者：Chonglong He、Min Wang、Yulong Wang、Lirong Zhao、Youkang Zhou、Keyuan Zhang、Shenyu Shen、Yaqiong Su、Xin-Hua Duan、Le Liu

  DOI：10.1007/s11426-023-1930-6

  日期：——

  Difunctionalization of alkynes represents a powerful and straightforward approach to the synthesis of complex molecules. However, the radical difunctionalization of alkynes mediated by bifunctional reagents remains challenging and underexplored, despite significant progress having been made in alkene difunctionalization. Here, we report a novel arylsulfonylacetate skeleton in which aryl rings are attached

  炔烃的双官能化代表了一种强大而直接的复杂分子合成方法。然而，尽管烯烃双官能化已取得重大进展，但双官能试剂介导的炔烃自由基双官能化仍然具有挑战性且尚未得到充分探索。在这里，我们报道了一种新型芳基磺酰基乙酸酯骨架，其中芳基环通过SO 2连接到乙酸酯上，作为一种强大的双功能试剂，用于在光氧化还原条件下通过乙烯基自由基中间体对炔烃进行烷基芳基化。这种模块化双功能试剂能够同时将多种官能团（包括（杂）芳基环和烷基羧酸酯）结合到炔烃中，从而产生具有合成价值的全碳四取代烯烃衍生物。这种转化的特点是其氧化还原中性、易于获得的起始原料、与不同官能团的相容性及其促进聚合合成的能力。复杂分子的后期功能化以及荧光分子和抗癌药物的制备进一步证明了这种方法的实用性。
• Bu₄NI-Catalyzed Cross-Coupling between Sulfonyl Hydrazides and Diazo Compounds To Construct β-Carbonyl Sulfones Using Molecular Oxygen
  作者：Yaxiong Wang、Liang Ma、Meihua Ma、Hao Zheng、Ying Shao、Xiaobing Wan

  DOI：10.1021/acs.orglett.6b02532

  日期：2016.10.7

  A new cross-coupling reaction between sulfonyl hydrazides and diazo compounds has been established, leading to a variety of beta-carbonyl sulfones in good yields. This methodology was distinguished by simple manipulation, easily available starting materials, and wide substrate scope. A plausible mechanism involving a radical process was proposed based upon the experimental observations and literature.
• WOLFF, HANS PETER;KUHNLE, HANS-FRIEDER
  作者：WOLFF, HANS PETER、KUHNLE, HANS-FRIEDER

  DOI：——

  日期：——
• COMPOSITIONS FOR REGULATING OR MODULATING QUORUM SENSING IN BACTERIA, METHODS OF USING THE COMPOUNDS, AND METHODS OF REGULATING OR MODULATING QUORUM SENSING IN BACTERIA
  申请人：Wang Binghe

  公开号：US20100137249A1

  公开（公告）日：2010-06-03

  The present disclosure encompasses compounds and compositions that are useful as specific AI-2 antagonists for the control of bacterial quorum sensing. Although the AI-2 antagonists according to the present disclosure may not have bactericidal effect, their ability to attenuate virulence, drug resistance, and/or biofilm formation have therapeutic benefits. In addition, the AI-2 antagonists of the present disclosure can also be used as tools to probe bacterial AI-2 functions. The present disclosure also encompasses methods for inhibiting or attenuating microbial virulence, biofilm formation, and drug resistance. The methods are suitable for preventing bacteria from accruing and forming extensive biofilms that may be a health or hygiene hazard or a physical issue, such as in the blockage of water or fuel lines.