(benzoxazol-2-yl)(3-methylphenyl)methanone | 1426082-76-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (benzoxazol-2-yl)(3-methylphenyl)methanone
• 英文别名: benzo[d]oxazol-2-yl(m-tolyl)methanone
• CAS: 1426082-76-9
• 化学式: C₁₅H₁₁NO₂
• 分子量: 237.258
• InChiKey: LIVYEDZDZJQOHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.1
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3'-甲基苯乙酮 在 selenium(IV) oxide 、 nickel(II) perchlorate hexahydrate 、 silver carbonate 作用下， 以 苯 为溶剂， 反应 24.0h， 生成 (benzoxazol-2-yl)(3-methylphenyl)methanone
  参考文献：
  名称：

  sp2 C对镍催化杂芳烃的脱羧酰化作用？H功能化

  摘要：

  现已开发出镍催化的唑衍生物与α-氧代乙醛酸的无配体脱羧交叉偶联反应。这项工作代表了通过镍催化以CH键官能化方式进行的脱羧交叉偶联反应的第一个例子，并能耐受各种官能团。另外，该方法提供了对唑酮的有效利用，唑酮是许多具有广泛生物活性的药用化合物中的重要结构基序。

  DOI：

  10.1002/chem.201402516

文献信息

• Organocatalytic C–H Bond Arylation of Aldehydes to Bis-heteroaryl Ketones
  作者：Qiao Yan Toh、Andrew McNally、Silvia Vera、Nico Erdmann、Matthew J. Gaunt

  DOI：10.1021/ja400051d

  日期：2013.3.13

  An organocatalytic aldehyde C-H bond arylation process for the synthesis of complex heteroaryl ketones has been developed. By exploiting the inherent electrophilicity of diaryliodonium salts, we have found that a commercial N-heterocyclic carbene catalyst promotes the union of heteroaryl aldehydes and these heteroaromatic electrophile equivalents in good yields. This straightforward catalytic protocol offers access to ketones bearing a diverse array of arene and heteroarene substituents that can subsequently be converted into molecules displaying structural motifs commonly found in medicinal agents.
• Synthesis of 2-Keto(hetero)aryl Benzox(thio)azoles through Base Promoted Cyclization of 2-Amino(thio)phenols with α,α-Dihaloketones
  作者：Jun Jiang、Huaxu Zou、Qizhi Dong、Ruijia Wang、Linghui Lu、Yonggang Zhu、Weimin He

  DOI：10.1021/acs.joc.5b02093

  日期：2016.1.4

  An interesting base-promoted protocol for the synthesis of 2-keto(hetero)aryl benzox(thi)azoles has been developed. Starting from commercially available 2-amino(thio)phenols and alpha,alpha-dihaloketones, moderate to good yields of the corresponding heterocycles can be achieved. Notably, only EtNH2 was required as the promoter here, and the reaction can be easily performed on a large scale.