N-tert-butyl-2-(3-methylbenzofuran-2-yl)acetamide | 1609487-25-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: N-tert-butyl-2-(3-methylbenzofuran-2-yl)acetamide
• 英文别名: N-tert-butyl-2-(3-methyl-1-benzofuran-2-yl)acetamide
• CAS: 1609487-25-3
• 化学式: C₁₅H₁₉NO₂
• 分子量: 245.321
• InChiKey: PINMJXMYDIBCJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(1-羟基-1-甲基丙-2-炔基)苯酚 、 异氰酸叔丁酯 在 sodium carbonate 、 palladium dichloride 作用下， 以 乙腈 为溶剂， 反应 36.0h， 以85%的产率得到N-tert-butyl-2-(3-methylbenzofuran-2-yl)acetamide
  参考文献：
  名称：

  Palladium-Catalyzed Tandem Intramolecular Oxy/Amino-Palladation/Isocyanide Insertion: Synthesis of α-Benzofuranyl/Indolylacetamides

  摘要：

  A novel palladium-catalyzed approach to 2-benzofuranyl/indolylacetamides from 1-(o-hydroxy/aminophenyl)propargylic alcohols and isocyanides is described. The reaction proceeds through a cascade that includes oxy/aminopalladation, isocyanide insertion, and 1,4-hydroxyl migration. No oxidant or ligand is needed to promote the cascade, and the reactions are carried out under mild conditions to afford the products through high functional tolerance.

  DOI：

  10.1021/ol501048x

文献信息

• Palladium-Catalyzed Tandem Intramolecular Oxy/Amino-Palladation/Isocyanide Insertion: Synthesis of α-Benzofuranyl/Indolylacetamides
  作者：Nuligonda Thirupathi、Madala Hari Babu、Vikas Dwivedi、Ruchir Kant、Maddi Sridhar Reddy

  DOI：10.1021/ol501048x

  日期：2014.6.6

  A novel palladium-catalyzed approach to 2-benzofuranyl/indolylacetamides from 1-(o-hydroxy/aminophenyl)propargylic alcohols and isocyanides is described. The reaction proceeds through a cascade that includes oxy/aminopalladation, isocyanide insertion, and 1,4-hydroxyl migration. No oxidant or ligand is needed to promote the cascade, and the reactions are carried out under mild conditions to afford the products through high functional tolerance.