2-methyl-N-(3,3,5-trimethyl-2-(3H)-furanylidene)-benzenamine

• 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: 2-methyl-N-(3,3,5-trimethyl-2-(3H)-furanylidene)-benzenamine
• 化学式: C₁₄H₁₇NO
• 分子量: 215.295
• InChiKey: KGGHWRWEALHTDG-SQFISAMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.99
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  4-甲基-3戊烯-2-酮 、 2-苄基(苯甲基)异氰化 在 gallium(III) trichloride 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以65%的产率得到2-methyl-N-(3,3,5-trimethyl-2-(3H)-furanylidene)-benzenamine
  参考文献：
  名称：

  A GaCl₃-Catalyzed [4+1] Cycloaddition of α,β-Unsaturated Carbonyl Compounds and Isocyanides Leading to Unsaturated γ-Lactone Derivatives

  摘要：

  A GaCl3-catalyzed reaction of alpha,beta-unsaturated ketones with isocyanides leading to the formation of unsaturated lactone derivatives is described. This is the first example of the catalytic [4+1] cycloaddition of alpha,beta-unsaturated ketones and isocyanides. GaCl3 is an excellent catalyst due to its lower oxophilicity, which is desirable for all of the key steps, such as E/Z isomerization, cyclization, and deattachment from the products.

  DOI：

  10.1021/ja035014u

文献信息

• A GaCl₃-Catalyzed [4+1] Cycloaddition of α,β-Unsaturated Carbonyl Compounds and Isocyanides Leading to Unsaturated γ-Lactone Derivatives
  作者：Naoto Chatani、Masayuki Oshita、Mamoru Tobisu、Yutaka Ishii、Shinji Murai

  DOI：10.1021/ja035014u

  日期：2003.7.1

  A GaCl3-catalyzed reaction of alpha,beta-unsaturated ketones with isocyanides leading to the formation of unsaturated lactone derivatives is described. This is the first example of the catalytic [4+1] cycloaddition of alpha,beta-unsaturated ketones and isocyanides. GaCl3 is an excellent catalyst due to its lower oxophilicity, which is desirable for all of the key steps, such as E/Z isomerization, cyclization, and deattachment from the products.