5-methyl-2-(3-nitrobenzoyl)benzoxazole | 1327274-43-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-methyl-2-(3-nitrobenzoyl)benzoxazole
• 英文别名: (5-Methyl-1,3-benzoxazol-2-yl)-(3-nitrophenyl)methanone；(5-methyl-1,3-benzoxazol-2-yl)-(3-nitrophenyl)methanone
• CAS: 1327274-43-0
• 化学式: C₁₅H₁₀N₂O₄
• 分子量: 282.255
• InChiKey: WFOVJBIANYRXSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  88.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(2,2-dibromovinyl)-3-nitrobenzene 在 ruthenium trichloride 、 四丁基氟化铵 、 氧气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 5-methyl-2-(3-nitrobenzoyl)benzoxazole
  参考文献：
  名称：

  Synthesis of heteroaryl ketones via tandem reaction of 1,1-dibromoethenes

  摘要：

  A novel method for the synthesis of heteroaryl ketones through one-pot tandem reaction of 1,1-dibromoethenes with 2-amino(thio)phenols promoted by TBAF center dot 3H(2)O and RuCl3(5%)/air was developed. This novel method includes several reactions in one-pot and utilizes economical yet efficient reagents to generate synthetically and biologically interesting heteroaryl ketones under mild conditions with good efficiency. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.111

文献信息

• A Sustainable Synthesis of 2-Benzoxazyl and 2-Benzothiazyl Ketones from Alkynyl Bromides and 2-Amino(thio)phenols Promoted by a Recyclable Catalytic System
  作者：Liangyan Cui、Yan He、Xuesen Fan

  DOI：10.1002/cjoc.201100472

  日期：2012.4

  An environmentally and economically sustainable synthesis of 2‐benzoxazyl ketones and 2‐benzothiazyl ketones through FeCl3·6H2O catalyzed tandem reactions of alkynyl bromides with 2‐amino(thio)phenols in [bmim]BF4 has been developed. Remarkable advantages of this new synthetic strategy include high efficiency, readily available starting materials, and recyclable catalyst and reaction medium.

  通过FeCl 3 ·6H 2 O催化炔基溴化物与2-氨基（硫代）苯酚在[bmim] BF 4中的串联反应，在环境和经济上可持续地合成2-苯并恶唑酮和2-苯并噻唑酮。这种新的合成策略的显着优势包括高效，易于获得的原料以及可循环使用的催化剂和反应介质。
• Synthesis of heteroaryl ketones via tandem reaction of 1,1-dibromoethenes
  作者：Xuesen Fan、Yan He、Xinying Zhang、Shenghai Guo、Yangyang Wang

  DOI：10.1016/j.tet.2011.05.111

  日期：2011.8

  A novel method for the synthesis of heteroaryl ketones through one-pot tandem reaction of 1,1-dibromoethenes with 2-amino(thio)phenols promoted by TBAF center dot 3H(2)O and RuCl3(5%)/air was developed. This novel method includes several reactions in one-pot and utilizes economical yet efficient reagents to generate synthetically and biologically interesting heteroaryl ketones under mild conditions with good efficiency. (C) 2011 Elsevier Ltd. All rights reserved.