4-(methylsulfonyl)phenyl benzoate | 19788-93-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-(methylsulfonyl)phenyl benzoate
• 英文别名: p-Benzoyloxy-phenyl-methylsulfon；(4-Methylsulfonylphenyl) benzoate
• CAS: 19788-93-3
• 化学式: C₁₄H₁₂O₄S
• 分子量: 276.313
• InChiKey: FYOKKFDCVPFKIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-phenyl-N-tosylbenzamide 、 4-（甲磺酰基）苯硼酸 在 4-二甲氨基吡啶 、 potassium phosphate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 24.0h， 以57%的产率得到4-(methylsulfonyl)phenyl benzoate
  参考文献：
  名称：

  可见光介导的硼酸与酰胺的无过渡金属无酯化反应

  摘要：

  已经描述了在空气中可见光介导的酰胺与硼酸的酯化的新策略。该方法的特点是反应条件温和，并且由于不需要任何催化剂而成本较低，这意味着在酰胺药物和材料的后期功能化中具有很高的潜在效用。

  DOI：

  10.1016/j.tetlet.2020.152444

文献信息

• General Paradigm in Photoredox Nickel‐Catalyzed Cross‐Coupling Allows for Light‐Free Access to Reactivity
  作者：Rui Sun、Yangzhong Qin、Daniel G. Nocera

  DOI：10.1002/anie.201916398

  日期：2020.6.8

  Self‐sustained NiI/III cycles are established as a potentially general paradigm in photoredox Ni‐catalyzed carbon–heteroatom cross‐coupling reactions through a strategy that allows us to recapitulate photoredox‐like reactivity in the absence of light across a wide range of substrates in the amination, etherification, and esterification of aryl bromides, the latter of which has remained, hitherto, elusive

  自我维持的Ni I / III循环被确立为光氧化还原Ni催化的碳-杂原子交叉偶联反应中的潜在一般范式，其策略是使我们能够在没有光的情况下在各种各样的底物上重现类似光氧化还原的反应性。在芳基溴化物的胺化，醚化和酯化反应中，迄今为止，后者在热镍催化下仍然难以捉摸。此外，在没有光照的情况下酯化的可及性尤其显着，因为先前在光氧化还原条件下对该转化进行的机理研究一致地调用了能量转移介导的途径。
• 17O NMR study of ortho and alkyl substituent effects in substituted phenyl and alkyl esters of benzoic acids
  作者：Vilve Nummert、Vahur Mäemets、Mare Piirsalu、Signe Vahur、Ilmar A. Koppel

  DOI：10.1135/cccc2011100

  日期：——

  ¹⁷O NMR spectra for 44ortho-,meta- andpara-substituted phenyl and alkyl benzoates (C6H₅CO₂C₆H₄-X, C₆H₅CO₂R) at natural abundance in acetonitrile were recorded. Substituent effects on the¹⁷O NMR chemical shifts, δ(¹⁷O), of the carbonyl oxygen and the single-bonded phenoxy (OPh) and alkoxy (OR) oxygens have been studied. The δ(¹⁷O) values of the carbonyl oxygen forparaderivatives showed a good correlation with the σ° constants. The δ(¹⁷O) values of carbonyl oxygen fororthoderivatives were found to be described well with the Charton equation containing the inductive, σ_I, resonance, σ°_R, and steric,E_s^B, substituent constants in case the data treatment was performed separately for electron-donating +Rand electron-attracting –Rsubstituents. The electron-donating +Rorthoandparasubstituents in substituted benzoates caused shielding and the electron-withdrawing –Rsubstituents produced deshielding of the O signal. The steric interaction oforthosubstituents with the ester group decreased the electron density at the carbonyl oxygen. In alkyl benzoates the δ(¹⁷O) values were found to be described well with the inductive, σ_I, and the steric,E_s^B, substituent constants.

  记录了在乙腈中的自然丰度下44个邻、间和对位取代苯基和烷基苯甲酸酯（C6H5CO2C6H4-X，C6H5CO2R）的17O NMR光谱。研究了取代基对羰基氧和单键的苯氧基（OPh）和烷氧基（OR）氧的17O NMR化学位移δ（17O）的影响。对于对位衍生物的羰基氧的δ（17O）值与σ°常数呈良好的相关性。发现如果对于电子捐赠+R和电子吸引-R取代基分别进行数据处理，则对于对位衍生物的羰基氧的δ（17O）值可以用包含电感σI、共振σ°R和空间位阻EsB取代基常数的Charton方程来描述。取代苯甲酸酯中的电子捐赠+R对于邻、对位取代基引起屏蔽，而电子吸引-R取代基则导致O信号失屏蔽。邻位取代基与酯基的空间相互作用降低了羰基氧的电子密度。在烷基苯甲酸酯中，δ（17O）值可以用电感σI和空间位阻EsB取代基常数来描述。
• KDM1A INHIBITORS FOR THE TREATMENT OF DISEASE
  申请人：Imago Biosciences, Inc.

  公开号：US20180312474A1

  公开（公告）日：2018-11-01

  Disclosed herein are new compounds and compositions and their application as pharmaceuticals for the treatment of diseases. Methods of inhibition of KDM1A, methods of increasing gamma globin gene expression, and methods to induce differentiation of cancer cells in a human or animal subject are also provided for the treatment of diseases such as acute myelogenous leukemia.