ethyl 2-((4-bromobenzoyl)thio)acetate | 1450900-43-2

• 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: ethyl 2-((4-bromobenzoyl)thio)acetate
• 英文别名: Ethyl 2-(4-bromobenzoyl)sulfanylacetate；ethyl 2-(4-bromobenzoyl)sulfanylacetate
• CAS: 1450900-43-2
• 化学式: C₁₁H₁₁BrO₃S
• 分子量: 303.177
• InChiKey: NPGYFUAXSLNJBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对溴苯甲醛 、 巯基乙酸乙酯 在 叔丁基过氧化氢 、 copper(l) chloride 作用下， 以 水 为溶剂， 反应 0.08h， 以91%的产率得到ethyl 2-((4-bromobenzoyl)thio)acetate
  参考文献：
  名称：

  微波从水中的醛和硫醇合成硫代酸酯

  摘要：

  我们描述了在微波辐射下通过铜或铁催化的硫醇与醛的偶联反应合成硫酯。在该方案中，使用了各种脂族和芳族醛和硫醇，并以良好或优异的收率获得了产物。

  DOI：

  10.1002/jccs.201700045

文献信息

• Synthesis of thioesters through copper-catalyzed coupling of aldehydes with thiols in water
  作者：Chih-Lun Yi、Yu-Ting Huang、Chin-Fa Lee

  DOI：10.1039/c3gc40946e

  日期：——

  Copper-catalyzed C–S bond formation between aldehydes and thiols in the presence of TBHP as an oxidant is described. Functional groups including chloro, trifluoromethyl, bromo, iodo, nitrile, ester and thiophene are all tolerated by the reaction conditions employed. This reaction is performed in water without the use of a surfactant. Both aryl and alkyl aldehydes couple suitably with aryl- and alkyl thiols, affording the corresponding thioesters in moderate to good yields.

  介绍了在氧化剂TBHP存在下，铜催化的醛与硫醇之间的C-S键形成反应。所采用的反应条件能够容忍包括氯、三氟甲基、溴、碘、腈、酯和噻吩在内的多种官能团。该反应在水相中进行，无需使用表面活性剂。芳基和烷基醛均能与芳基和烷基硫醇适当地耦合，以中等至良好的产率得到相应的硫酯。
• Metal-free cross-coupling reaction of aldehydes with disulfides by using DTBP as an oxidant under solvent-free conditions
  作者：Jing-Wen Zeng、Yi-Chen Liu、Ping-An Hsieh、Yu-Ting Huang、Chih-Lun Yi、Satpal Singh Badsara、Chin-Fa Lee

  DOI：10.1039/c4gc00025k

  日期：——

  A DTBP-promoted C–H thiolation of aldehydes with disulfides under metal-free and solvent-free conditions is described. The system shows good functional group tolerance to afford thioesters in moderate to excellent yields.

  描述了在无金属和无溶剂条件下，DTBP促进的醛与二硫化物的C-H硫化反应。该体系对官能团具有良好的容忍性，产率在中等到优良之间。
• A novel approach toward thioester bond formation mediated by <i>N,N^’</i>-diisopropylcarbodiimide in water
  作者：Nadia Fattahi、Najmeh Varnaseri、Ali Ramazani

  DOI：10.1080/10426507.2020.1799367

  日期：2021.1.2

  Abstract A simple and efficient method has been developed for the synthesis of thioesters from carboxylic acids and thiols using N,N'-diisopropylcarbodiimide (DIC). The reactions were carried out in water as an environmentally friendly and green solvent. The developed procedure presents an economic, efficient, mild, and very simple protocol for thioesterification reaction in aqueous media. Graphical

  摘要 开发了一种使用 N,N'-二异丙基碳二亚胺 (DIC) 从羧酸和硫醇合成硫酯的简单有效方法。反应在作为环境友好和绿色溶剂的水中进行。所开发的程序为水性介质中的硫酯化反应提供了一种经济、高效、温和且非常简单的方案。图形概要
• Microwave-assisted Synthesis of Thioesters from Aldehydes and Thiols in Water
  作者：Huei-Shu Jhuang、Yi-Wei Liu、Daggula Mallikarjuna Reddy、Yong-Ze Tzeng、Wei-Yu Lin、Chin-Fa Lee

  DOI：10.1002/jccs.201700045

  日期：2018.1

  We describe the synthesis of thioesters via copper‐ or iron‐catalyzed coupling of thiols with aldehydes on application of microwave irradiation. In this protocol, a variety of aliphatic and aromatic aldehydes and thiols were used, and the products were obtained in good to excellent yields.

  我们描述了在微波辐射下通过铜或铁催化的硫醇与醛的偶联反应合成硫酯。在该方案中，使用了各种脂族和芳族醛和硫醇，并以良好或优异的收率获得了产物。