2-methoxycarbonyl-3-methyl-4H-1-benzopyran-4-one | 130975-87-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-methoxycarbonyl-3-methyl-4H-1-benzopyran-4-one
• 英文别名: 3-methyl-4-oxo-4H-chromene-2-carboxylatemethyl ester；Methyl 3-methyl-4-oxochromene-2-carboxylate；methyl 3-methyl-4-oxochromene-2-carboxylate
• CAS: 130975-87-0
• 化学式: C₁₂H₁₀O₄
• 分子量: 218.209
• InChiKey: RCJHBOLDIMWBCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxycarbonyl-3-methyl-4H-1-benzopyran-4-one 在 sodium azide 、 三苯基膦 作用下， 以 水 为溶剂， 反应 4.0h， 以55%的产率得到1,2-dihydro-[1]benzopyrano[2,3-c]pyrrole-3,9-dione
  参考文献：
  名称：

  Synthesis of functionalized chromones via organocatalysis

  摘要：

  A facile and versatile organocatalytic approach to access 2-substituted and 2,3-disubstituted chromone derivatives under mild conditions was developed, which was effectively catalyzed by novel proline phenylsulphonylhydrazide or pyrrolidine. As a result, diversely functionalized chromones were obtained in up to 99% yield. In addition, further modification of the corresponding chromones afforded novel polycyclic chromones. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.10.045
• 作为产物：
  描述：

  methyl 4-(2-hydroxyphenyl)-3-methyl-2,4-dioxobutanoate 在 proline p-dodecylphenylsulphonylhydrazide 、 水 作用下， 以 甲醇 为溶剂， 反应 72.0h， 以82%的产率得到2-methoxycarbonyl-3-methyl-4H-1-benzopyran-4-one
  参考文献：
  名称：

  Synthesis of functionalized chromones via organocatalysis

  摘要：

  A facile and versatile organocatalytic approach to access 2-substituted and 2,3-disubstituted chromone derivatives under mild conditions was developed, which was effectively catalyzed by novel proline phenylsulphonylhydrazide or pyrrolidine. As a result, diversely functionalized chromones were obtained in up to 99% yield. In addition, further modification of the corresponding chromones afforded novel polycyclic chromones. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.10.045

文献信息

• Tapia, I.; Alcazar, V.; Moran, J. R., Canadian Journal of Chemistry, 1990, vol. 68, # 12, p. 2190 - 2191
  作者：Tapia, I.、Alcazar, V.、Moran, J. R.

  DOI：——

  日期：——
• Synthesis of functionalized chromones via organocatalysis
  作者：Sai-Shuai Wen、Jing Wang、Yi-Ming Luo、Hua Yang

  DOI：10.1016/j.tet.2014.10.045

  日期：2014.12

  A facile and versatile organocatalytic approach to access 2-substituted and 2,3-disubstituted chromone derivatives under mild conditions was developed, which was effectively catalyzed by novel proline phenylsulphonylhydrazide or pyrrolidine. As a result, diversely functionalized chromones were obtained in up to 99% yield. In addition, further modification of the corresponding chromones afforded novel polycyclic chromones. (C) 2014 Elsevier Ltd. All rights reserved.