N-(1,3-benzodioxol-5-yl)-2-iodobenzamide | 723755-72-4

• 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: N-(1,3-benzodioxol-5-yl)-2-iodobenzamide
• CAS: 723755-72-4
• 化学式: C₁₄H₁₀INO₃
• mdl: MFCD04277931
• 分子量: 367.143
• InChiKey: JOIINCUBXIWYHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(1,3-benzodioxol-5-yl)-2-iodobenzamide 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.25h， 以96.7%的产率得到N-(1,3-benzodioxol-5-yl)-2-iodo-N-methylbenzamide
  参考文献：
  名称：

  Effect of Oxygen Substituent in the Aniline Part of Benzanilide on the Regioselectivity in Direct Arylation Using Palladium-Phosphine Reagents

  摘要：

  This study investigated the effect of oxygen substituents at the 3'-position in the aniline part of 2-iodobenzanilides on the coupling position in its Pd-assisted direct arylation. Benzanilide with methylenedioxy and acetoxy groups yielded the ortho-product formed predominantly by connection to a more hindered carbon. The mechanism is discussed from the perspectives of both steric and coordinated effects.

  DOI：

  10.3987/com-10-11982
• 作为产物：
  描述：

  2-碘苯甲酸 、 3,4-亚甲二氧基苯胺 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以59%的产率得到N-(1,3-benzodioxol-5-yl)-2-iodobenzamide
  参考文献：
  名称：

  Effect of Oxygen Substituent in the Aniline Part of Benzanilide on the Regioselectivity in Direct Arylation Using Palladium-Phosphine Reagents

  摘要：

  This study investigated the effect of oxygen substituents at the 3'-position in the aniline part of 2-iodobenzanilides on the coupling position in its Pd-assisted direct arylation. Benzanilide with methylenedioxy and acetoxy groups yielded the ortho-product formed predominantly by connection to a more hindered carbon. The mechanism is discussed from the perspectives of both steric and coordinated effects.

  DOI：

  10.3987/com-10-11982

文献信息

• Effect of Oxygen Substituent in the Aniline Part of Benzanilide on the Regioselectivity in Direct Arylation Using Palladium-Phosphine Reagents
  作者：Takashi Harayama、Mariko Asai、Taeko Miyagoe、Hitoshi Abe、Yasuo Takeuchi、Ayako Yamaguchi、Shinya Fujii

  DOI：10.3987/com-10-11982

  日期：——

  This study investigated the effect of oxygen substituents at the 3'-position in the aniline part of 2-iodobenzanilides on the coupling position in its Pd-assisted direct arylation. Benzanilide with methylenedioxy and acetoxy groups yielded the ortho-product formed predominantly by connection to a more hindered carbon. The mechanism is discussed from the perspectives of both steric and coordinated effects.