3,5-dimethyl-N-(phenyl-2-d)benzamide | 1351438-42-0

• 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: 3,5-dimethyl-N-(phenyl-2-d)benzamide
• CAS: 1351438-42-0
• 化学式: C₁₅H₁₅NO
• 分子量: 226.282
• InChiKey: WRFPNJUNKDNSRM-RAMDWTOOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3,5-dimethyl-N-(phenyl-2-d)benzamide 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 N-(2-deuterium phenyl)-3,5-dimethylbenzothiozamide
  参考文献：
  名称：

  Visible-Light Carbon Nitride-Catalyzed Aerobic Cyclization of Thiobenzanilides under Ambient Air Conditions

  摘要：

  DOI：

  10.1021/acs.orglett.1c01571
• 作为产物：
  描述：

  2-deuterioaniline 、 3,5-二甲基苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 3,5-dimethyl-N-(phenyl-2-d)benzamide
  参考文献：
  名称：

  External Oxidant-Free Oxidative Cross-Coupling: A Photoredox Cobalt-Catalyzed Aromatic C–H Thiolation for Constructing C–S Bonds

  摘要：

  An external oxidant-free oxidative coupling for aromatic C-H thiolation by visible-light photoredox cobalt-catalysis has been developed. Various substrates could afford benzothiazoles in good to excellent yields, and only H2 is generated as a side product. When catalytic TBAOH was used as the base, not only 2-aryl but also 2-alkylbenzothiazoles could be obtained through this novel dehydrogenative coupling reaction. This method could be scaled up and applied to the synthesis of biologically active molecules bearing benzothiazole structural scaffolds (potent antitumor agents). Furthermore, the unexpected oxidation byproduct amides, which are often generated in oxidative cyclization of thiobenzanilides, can be completely avoided. Mechanistic studies showed that the H2 originates from the substrates. The kinetic studies indicate that the interaction between the cobalt catalyst and proton might be involved in the rate-limiting process.

  DOI：

  10.1021/jacs.5b05665

文献信息

• Fe-catalysed oxidative C–H functionalization/C–S bond formation
  作者：Haibo Wang、Lu Wang、Jinsai Shang、Xing Li、Haoyuan Wang、Jie Gui、Aiwen Lei

  DOI：10.1039/c1cc16184a

  日期：——

  Iron was used as the catalyst for the direct C-H functionalization/C-S bond formation under mild conditions. Various substrates could afford benzothiazoles in moderate to excellent yields. Preliminary mechanistic studies revealed that pyridine played a crucial role for the high yields and selectivities.

  在温和条件下，铁被用作直接CH官能化/ CS键形成的催化剂。各种底物可以中等至极好的收率得到苯并噻唑。初步的机理研究表明，吡啶对于高收率和选择性起着至关重要的作用。