2-methoxy-6,11-dioxo-6,11-dihydro-benzo[f]pyrido[1,2-a]indole-12-carboxylic acid methyl ester | 1355181-55-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methoxy-6,11-dioxo-6,11-dihydro-benzo[f]pyrido[1,2-a]indole-12-carboxylic acid methyl ester
• 英文别名: methyl 2-methoxy-6,11-dioxo-6,11-dihydrobenzo[f ]pyrido[1,2-a]indole-12-carboxylate；Methyl 2-methoxy-6,11-dioxonaphtho[2,3-b]indolizine-12-carboxylate
• CAS: 1355181-55-3
• 化学式: C₁₉H₁₃NO₅
• 分子量: 335.316
• InChiKey: UHTMAZRWXAPGRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  74.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,3-二氯-1,4-萘醌 以 乙醇 为溶剂， 反应 12.0h， 生成 2-methoxy-6,11-dioxo-6,11-dihydro-benzo[f]pyrido[1,2-a]indole-12-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and antifungal evaluation of pyrido[1,2-a]indole-1,4-diones and benzo[f]pyrido[1,2-a]indole-6,11-diones

  摘要：

  Pyrido[1,2-a]indole-1,4-diones and benzo[f]pyrido[1,2-a]indole-6,11-diones were synthesized and tested for in vitro antifungal activity against two pathogenic strains of fungi. Among them tested, many compounds showed good antifungal activity. The results suggest that pyrido[1,2-a]indole-1,4-diones and benzo[f]pyrido[1,2-a]indole-6,11-diones would be potent antifungal agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.092

文献信息

• Copper(II)-Catalyzed Carbon–Carbon Triple Bond Cleavage of Internal Alkynes for the Synthesis of Annulated Indolizines
  作者：Jinwei Sun、Fuyao Wang、Huayou Hu、Xiangshan Wang、Hui Wu、Yun Liu

  DOI：10.1021/jo500456d

  日期：2014.5.2

  Cleavage of C≡C bond in butynedioates via copper(II)-catalyzed reaction has been achieved, leading to the synthesis of benzo[f]pyrido[1,2-a]indole-6,11-diones in high yields by one-pot three-component reactions. In this unprecedented C≡C bond cleavage reaction of internal alkynes, both fragments from the alkyne are successively incorporated into the products.

  通过铜（II）催化的反应实现了对丁炔中C≡C键的裂解，从而导致高收率的苯并[ f ]吡啶并[1,2- a ]吲哚-6,11-二酮的单-合成。锅三成分反应。在内部炔烃的这种前所未有的C≡C键裂解反应中，来自炔烃的两个片段均先后结合到产物中。