2-amino-8-methyl-3-phenyl-4H-chromen-4-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 2-amino-8-methyl-3-phenyl-4H-chromen-4-one
• 英文别名: 2-amino-8-methyl-3-phenylchromen-4-one
• 化学式: C₁₆H₁₃NO₂
• 分子量: 251.285
• InChiKey: CWSDYLFNPWALQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-8-methyl-3-phenyl-4H-chromen-4-one 在 碘苯二乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以79%的产率得到4-methylchromeno[2,3-b]indol-11(6H)-one
  参考文献：
  名称：

  Synthesis of Chromeno[2,3-b]indol-11(6H)-one via PhI(OAc)₂-Mediated Intramolecular Oxidative C(sp²)–N(H₂) Bond Formation

  摘要：

  Various chromeno[2,3-b]indol-11(6H)-ones were conveniently constructed via phenyliodine(III) diacetate (PIDA)-mediated intramolecular oxidative annulation. This method, while realizing a direct oxidative CN bond formation between an aromatic ring and a pendent free-NH2 moiety, features a metal-free protocol, mild reaction conditions, simple workup, and the ready availability of the starting substrates.

  DOI：

  10.1021/jo502276b
• 作为产物：
  描述：

  2-羟基-3-甲基苯甲酸甲酯 、 苯乙腈 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以49%的产率得到2-amino-8-methyl-3-phenyl-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis of Chromeno[2,3-b]indol-11(6H)-one via PhI(OAc)₂-Mediated Intramolecular Oxidative C(sp²)–N(H₂) Bond Formation

  摘要：

  Various chromeno[2,3-b]indol-11(6H)-ones were conveniently constructed via phenyliodine(III) diacetate (PIDA)-mediated intramolecular oxidative annulation. This method, while realizing a direct oxidative CN bond formation between an aromatic ring and a pendent free-NH2 moiety, features a metal-free protocol, mild reaction conditions, simple workup, and the ready availability of the starting substrates.

  DOI：

  10.1021/jo502276b

文献信息

• Synthesis of Chromeno[2,3-<i>b</i>]indol-11(6<i>H</i>)-one via PhI(OAc)₂-Mediated Intramolecular Oxidative C(sp²)–N(H₂) Bond Formation
  作者：Jiyun Sun、Daisy Zhang-Negrerie、Yunfei Du、Kang Zhao

  DOI：10.1021/jo502276b

  日期：2015.1.16

  Various chromeno[2,3-b]indol-11(6H)-ones were conveniently constructed via phenyliodine(III) diacetate (PIDA)-mediated intramolecular oxidative annulation. This method, while realizing a direct oxidative CN bond formation between an aromatic ring and a pendent free-NH2 moiety, features a metal-free protocol, mild reaction conditions, simple workup, and the ready availability of the starting substrates.