| 1414774-71-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1414774-71-2
• 化学式: C₁₁H₁₀BrNO₂
• 分子量: 268.11
• InChiKey: KJLQONMFKGMYDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5,5-二羟基六氢嘧啶-2,4,6-三酮 、 以 溶剂黄146 为溶剂， 反应 0.3h， 以94%的产率得到5-(4-((3-bromo-4-methylphenyl)amino)-2-oxo-2,5-dihydrofuran-3-yl)-5-hydroxypyrimidine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  A new and efficient domino strategy to indole derivatives synthesis and its C3-bisfunctionalization

  摘要：

  A series of new poly-functionalized indole derivatives were synthesized via domino reactions of alloxan monohydrate and N-aryl substituted enaminones in HOAc at room temperature. The direct C3-bisfunctionalization of indole ring was achieved in a one-pot operation. The reaction is easy to perform simply by mixing common reactants in acetic acid. The reaction proceeds at fast rates and can be finished within 24 min, which makes workup convenient to give good to excellent chemical yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.120

文献信息

• Base-Promoted Transannulation of Heterocyclic Enamines and 2,3-Epoxypropan-1-ones: Regio- and Stereoselective Synthesis of Fused Pyridines and Pyrroles
  作者：Zheng Yang、Wen-Juan Hao、Hai-Wei Xu、Shu-Liang Wang、Bo Jiang、Guigen Li、Shu-Jiang Tu

  DOI：10.1021/acs.joc.5b00067

  日期：2015.3.6

  Base-promoted transannulation of heterocyclic enamines and 2,3-epoxypropan-1-ones has been successfully achieved, providing a new access to structurally diverse fused pyridines and pyrroles with excellent regio- and stereoselectivity. Treatment with N-aryl 4-aminofuran-2(5H)-ones and 2,3-epoxypropan-1-ones under microwave heating resulted in functional furo[3,2-b]pyridines in good yields. The N-aryl

  已成功实现了碱促进的杂环烯胺和2,3-环氧丙烷-1-酮的环过环化反应，为具有结构选择性和立体选择性的结构多样的稠合吡啶和吡咯提供了新途径。在微波加热下用N-芳基4-氨基呋喃-2（5 H）-one和2,3-环氧丙烷-1-酮处理可得到高产率的功能性呋喃[3,2- b ]吡啶。带有吸电子基团的N-芳基4-氨基吡咯-2（5 H）-参与反应，得到吡咯并[3,2- b ]吡啶，而其对应物带有电子中性基团或给电子基团经历了不同的反应途径形成吡咯并[3,2- b通过C–C键断裂产生的吡咯。
• Catalytic Benzannulation Reactions of Enynones for Accessing Heterocycle-Incorporating Diarylmethanes
  作者：Guigen Li、Bo Jiang、Jia-Yin Wang、Wen-Juan Hao

  DOI：10.1055/a-1971-6187

  日期：2023.2

  Two catalytic benzannulation/1,4-addition cascades of available enynones with indoles or tetronic acid-derived enamino lactones as C-nucleophiles are reported, producing 53 examples of heterocycle-incorporating diarylmethanes with moderate to excellent yields. The combination of AgOTf and Sc(OTf)3 permits bimetallic synergistic catalysis of the reaction of enynones with indoles to access 35 triarylmethanes in generally good yields with ortho-naphthoquinone methides, generated in situ, as the key intermediates. Exchanging indoles for tetronic acid-derived enamino lactones resulted in 18 diarylmethanes by the Ag-catalyzed benzannulation/1,4-addition cascade. Both reactions are advantageous for their high atom utilization and mild reaction conditions, providing intriguing complementary approaches for the direct syntheses of new heterocycle-containing diarylmethanes.

  摘要报告了可用烯酮与吲哚或四酸衍生烯酰胺内酯作为 C 核亲和剂进行的两种催化苯并氮化/1,4-加成级联反应，以中等到极好的收率生成了 53 例杂环并合二芳基甲烷。AgOTf 和 Sc(OTf)3 的组合允许双金属协同催化烯酮与吲哚的反应，从而以原位生成的邻萘醌甲酰胺为关键中间体，获得 35 个三芳基甲烷，产率普遍较高。通过 Ag 催化的苯并环化/1,4-加成级联反应，将吲哚换成由四酸衍生的烯酰胺内酯，可得到 18 个二芳基甲烷。这两个反应都具有原子利用率高和反应条件温和的优点，为直接合成新的含杂环的二芳基甲烷提供了有趣的互补方法。