6-methyl[1,3]dioxolo[4,5-a]phenanthridin-7(6H)-one | 1254194-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-methyl[1,3]dioxolo[4,5-a]phenanthridin-7(6H)-one
• 英文别名: 6-Methyl-[1,3]dioxolo[4,5-a]phenanthridin-7-one；6-methyl-[1,3]dioxolo[4,5-a]phenanthridin-7-one
• CAS: 1254194-62-1
• 化学式: C₁₅H₁₁NO₃
• 分子量: 253.257
• InChiKey: BCUJPLDHGXWBIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-亚甲二氧基苯胺 在 4-二甲氨基吡啶 、 palladium diacetate 、 sodium hydride 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三(邻甲基苯基)磷 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.75h， 生成 6-methyl[1,3]dioxolo[4,5-a]phenanthridin-7(6H)-one 、 6-methyl[1,3]dioxolo[4,5-b]phenanthridin-5(6H)-one
  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.