1-(2-(tert-butylthio)phenyl)ethan-1-one | 929083-19-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-(tert-butylthio)phenyl)ethan-1-one
• 英文别名: 2'-tert-butylsulfanylacetophenone；1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanone；1-[2-(Tert-butylsulfanyl)phenyl]ethan-1-one；1-(2-tert-butylsulfanylphenyl)ethanone
• CAS: 929083-19-2
• 化学式: C₁₂H₁₆OS
• mdl: MFCD11136970
• 分子量: 208.324
• InChiKey: YYVZGWDTMHUFJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-(tert-butylthio)phenyl)ethan-1-one 在 碘 、 碳酸氢钠 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 丙腈 为溶剂， 反应 24.0h， 生成 2-(2,5-dimethoxyphenyl)thiochromen-4-one
  参考文献：
  名称：

  A Convenient Synthesis of 2-Arylthiochromen-4-ones (Thioflavones) by Iodine-Mediated Cyclization of 3-Aryl-1-[2-(1,1-dimethylethylsulfanyl)phenyl]prop-2-en-1-ones

  摘要：

  A convenient two-step synthesis of 2-arylthiochromen-4-ones (thioflavones) beginning with 1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanones is described. Thus, 3-aryl-1-[2-(1,1-dimethylethylsulfanyl)phenyl]prop-2-en-1-ones were prepared by the condensation of 1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanones with aromatic aldehyde in the presence of sodium hydroxide, and were treated with iodine in refluxing N-methylpyrrolidin-2-one (NMP) or propanenitrile to afford the desired products in moderate to fair yields.

  DOI：

  10.3987/com-12-12508
• 作为产物：
  描述：

  邻氯苯乙酮 、 叔丁基硫醇 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 1.0h， 以84%的产率得到1-(2-(tert-butylthio)phenyl)ethan-1-one
  参考文献：
  名称：

  A Convenient Synthesis of 2-Arylthiochromen-4-ones (Thioflavones) by Iodine-Mediated Cyclization of 3-Aryl-1-[2-(1,1-dimethylethylsulfanyl)phenyl]prop-2-en-1-ones

  摘要：

  A convenient two-step synthesis of 2-arylthiochromen-4-ones (thioflavones) beginning with 1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanones is described. Thus, 3-aryl-1-[2-(1,1-dimethylethylsulfanyl)phenyl]prop-2-en-1-ones were prepared by the condensation of 1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanones with aromatic aldehyde in the presence of sodium hydroxide, and were treated with iodine in refluxing N-methylpyrrolidin-2-one (NMP) or propanenitrile to afford the desired products in moderate to fair yields.

  DOI：

  10.3987/com-12-12508

文献信息

• Metal-free visible light-promoted synthesis of isothiazoles: a catalytic approach for N–S bond formation from iminyl radicals under batch and flow conditions
  作者：María Jesús Cabrera-Afonso、Sara Cembellín、Adnane Halima-Salem、Mateo Berton、Leyre Marzo、Abdellah Miloudi、M. Carmen Maestro、José Alemán

  DOI：10.1039/d0gc02618b

  日期：——

  applying photoredox catalysis. This simple strategy features mild conditions, broad scope and wide functional group tolerance representing a new enviromentally friendly option to prepare these highly valuable heterocycles. Furthermore, the synthetic value of the method is highlighted by the preparation of a natural product derivative and the implementation of the reaction in a continuous flow setup.

  已经开发了一种可持续的合成异噻唑的方法，该方法使用α-氨基氧酸助剂并应用光氧化还原催化。这种简单的策略具有温和的条件，广阔的范围和广泛的官能团耐受性，代表了制备这些极有价值的杂环的新的环境友好选择。此外，该方法的合成价值通过天然产物衍生物的制备和在连续流动装置中的反应的实施而突出。
• Substituted Benzothietes: Synthesis and a Quantum Chemical Investigation of Their Cycloreversion Properties
  作者：Nils L. Ahlburg、Andres R. Velarde、Matthew T. Kieber-Emmons、Peter G. Jones、Daniel B. Werz

  DOI：10.1021/acs.orglett.0c01261

  日期：2020.6.5

  A flexible synthesis for highly substituted benzothietes that does not require flash-vacuum pyrolysis was developed. This allows for the use of a number of functional groups and nonvaporizable molecules. Highly stabilized derivatives were isolated. The molecular orbital properties of various benzothietes were evaluated by density functional methods. The mechanism of the cycloreversion of the four-membered

  开发了不需要快速真空热解的高度取代苯并硫代酸酯的灵活合成方法。这允许使用许多官能团和不可蒸发的分子。分离出高度稳定的衍生物。通过密度泛函方法评估了各种苯硫醚的分子轨道特性。比较了四元环的环还原机理与含氧类似物的环还原机理。
• Efficient Synthesis of Benzothiophenes by an Unusual Palladium-Catalyzed Vinylic CS Coupling
  作者：Christopher S. Bryan、Julia A. Braunger、Mark Lautens

  DOI：10.1002/anie.200902843

  日期：2009.9.7

  construction of a CS and a CC bond under catalytic conditions forms the basis of an efficient route to diversely functionalized benzothiophenes from gem‐dihalovinyl thiophenols. The CC bond can be formed in this tandem catalytic process with an organoboron reagent as shown in the scheme (R1=H, Me, F, Cl, Br, OCH2O; R2=H, Me; R3=aryl, heteroaryl, alkenyl, alkyl), or by Heck or Sonogashira coupling with an

  同时施工一个C  S和一个C 催化条件下C键形成从不同地官能化的苯并噻吩的高效路由的基础宝石-dihalovinyl苯硫酚。与c 可以在此串联与有机硼试剂催化工艺来形成C键为显示在方案（R 1 = H中，Me，F，氯，溴， OCH 2 ö  ; R 2 = H中，Me; R 3＝芳基，杂芳基，烯基，烷基），或通过Heck或Sonogashira与烯烃或炔烃偶联。