methyl ­3-amino-5'-bromo-2'-oxospiro[benzo[c]pyrano[3,2-a]phenazine-1,3'-indoline]-2-carboxylate | 1432744-46-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: methyl ­3-amino-5'-bromo-2'-oxospiro[benzo[c]pyrano[3,2-a]phenazine-1,3'-indoline]-2-carboxylate
• 英文别名: methyl 5'-amino-5-bromo-2-oxospiro[1H-indole-3,3'-6-oxa-15,22-diazapentacyclo[12.8.0.02,7.08,13.016,21]docosa-1(22),2(7),4,8,10,12,14,16,18,20-decaene]-4'-carboxylate
• CAS: 1432744-46-1
• 化学式: C₂₈H₁₇BrN₄O₄
• 分子量: 553.371
• InChiKey: RKZJGYPRDUSLBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  37
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-羟基-1,4-萘醌 、 5-溴靛红 、 邻苯二胺 、 氰乙酸甲酯 在 L-脯氨酸 作用下， 以 乙醇 为溶剂， 反应 11.0h， 以85%的产率得到methyl ­3-amino-5'-bromo-2'-oxospiro[benzo[c]pyrano[3,2-a]phenazine-1,3'-indoline]-2-carboxylate
  参考文献：
  名称：

  An efficient synthesis of novel spiro[benzo[c]pyrano[3,2-a]phenazines] via domino multi-component reactions using l-proline as a bifunctional organocatalyst

  摘要：

  A novel, domino, multi-component reaction for the synthesis of polyfunctionalized spiro[benzo[c]pyrano[3,2-a]phenazine] derivatives has been established. L-Proline has been used as a bifunctional catalyst for the one-pot condensation of 2-hydroxy-1,4-naphthoquinone with aromatic 1,2-diamines to form the corresponding quinoxalines and then cyclo-condensation with an allcylmalonate and a cyclic carbonyl compound leads to novel spiro[benzo[c]pyrano[3,2-a]phenazine] derivatives in high yields and short reaction times. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.073

文献信息

• An efficient synthesis of novel spiro[benzo[c]pyrano[3,2-a]phenazines] via domino multi-component reactions using l-proline as a bifunctional organocatalyst
  作者：Alireza Hasaninejad、Somayeh Firoozi、Fatemeh Mandegani

  DOI：10.1016/j.tetlet.2013.03.073

  日期：2013.5

  A novel, domino, multi-component reaction for the synthesis of polyfunctionalized spiro[benzo[c]pyrano[3,2-a]phenazine] derivatives has been established. L-Proline has been used as a bifunctional catalyst for the one-pot condensation of 2-hydroxy-1,4-naphthoquinone with aromatic 1,2-diamines to form the corresponding quinoxalines and then cyclo-condensation with an allcylmalonate and a cyclic carbonyl compound leads to novel spiro[benzo[c]pyrano[3,2-a]phenazine] derivatives in high yields and short reaction times. (C) 2013 Elsevier Ltd. All rights reserved.