3-(4-methoxybenzoyl)-4-(4-methoxyphenyl)-1-methyl-1-azaspiro[4.5]deca-3,6,9-triene-2,8-dione | 1607433-14-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(4-methoxybenzoyl)-4-(4-methoxyphenyl)-1-methyl-1-azaspiro[4.5]deca-3,6,9-triene-2,8-dione
• 英文别名: 3-(4-Methoxybenzoyl)-4-(4-methoxyphenyl)-1-methyl-1-azaspiro[4.5]deca-3,6,9-triene-2,8-dione
• CAS: 1607433-14-6
• 化学式: C₂₅H₂₁NO₅
• 分子量: 415.445
• InChiKey: RBGMUFYQGAAKSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(4-methoxyphenyl)-N-methyl-N-phenylpropiolamide 、 4-甲氧基苯甲醛 在 叔丁基过氧化氢 作用下， 以 乙酸丁酯 为溶剂， 反应 36.0h， 以88%的产率得到3-(4-methoxybenzoyl)-4-(4-methoxyphenyl)-1-methyl-1-azaspiro[4.5]deca-3,6,9-triene-2,8-dione
  参考文献：
  名称：

  Metal-Free Oxidative Ipso-Carboacylation of Alkynes: Synthesis of 3-Acylspiro[4,5]trienones from N-Arylpropiolamides and Aldehydes

  摘要：

  A general and metal-free radical route to synthesis of 3-acylspiro[4,5]trienones is established that utilizes TBHP (tert-butyl hydrogenperwdde) as an oxidation and a reaction partner to trigger the oxidative ipso-carboacylation of N-arylpropiolamides with aldehydes. This method offers a new difunctionalization of alkynes through oxidative cross coupling of the aldehyde C(sp(2))-H bond with an ipso-aromatic carbon.

  DOI：

  10.1021/jo5005982

文献信息

• Metal-Free Oxidative <i>Ipso</i>-Carboacylation of Alkynes: Synthesis of 3-Acylspiro[4,5]trienones from <i>N</i>-Arylpropiolamides and Aldehydes
  作者：Xuan-Hui Ouyang、Ren-Jie Song、Yang Li、Bang Liu、Jin-Heng Li

  DOI：10.1021/jo5005982

  日期：2014.5.16

  A general and metal-free radical route to synthesis of 3-acylspiro[4,5]trienones is established that utilizes TBHP (tert-butyl hydrogenperwdde) as an oxidation and a reaction partner to trigger the oxidative ipso-carboacylation of N-arylpropiolamides with aldehydes. This method offers a new difunctionalization of alkynes through oxidative cross coupling of the aldehyde C(sp(2))-H bond with an ipso-aromatic carbon.