1-(4-methyl-1-tosyl-1H-indol-3-yl)ethan-1-one | 1262322-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-methyl-1-tosyl-1H-indol-3-yl)ethan-1-one
• CAS: 1262322-65-5
• 化学式: C₁₈H₁₇NO₃S
• 分子量: 327.404
• InChiKey: UUBPUXVPTFHLNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  56.14
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(4-methyl-1-tosyl-1H-indol-3-yl)ethan-1-one 在 正丁基锂 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 15.5h， 生成
  参考文献：
  名称：

  Gold(I)-Catalyzed Dearomative Rautenstrauch Rearrangement: Enantioselective Access to Cyclopenta[b]indoles

  摘要：

  A highly enantioselective dearomative Rautenstrauch rearrangement catalyzed by cationic (S)-DTBM-Segphosgold(I) is reported. This reaction provides a straightforward method to prepare enantioenriched cyclopenta[b]indoles. These: studies show vast difference in enantioselectivity in the reactions of propargyl acetates and propargyl acetals in the chiral ligand-controlled Rautenstrauch reaction.

  DOI：

  10.1021/jacs.5b00613
• 作为产物：
  描述：

  在 2-碘酰基苯甲酸 作用下， 以 乙酸乙酯 为溶剂， 反应 16.0h， 生成 1-(4-methyl-1-tosyl-1H-indol-3-yl)ethan-1-one
  参考文献：
  名称：

  Gold(I)-Catalyzed Dearomative Rautenstrauch Rearrangement: Enantioselective Access to Cyclopenta[b]indoles

  摘要：

  A highly enantioselective dearomative Rautenstrauch rearrangement catalyzed by cationic (S)-DTBM-Segphosgold(I) is reported. This reaction provides a straightforward method to prepare enantioenriched cyclopenta[b]indoles. These: studies show vast difference in enantioselectivity in the reactions of propargyl acetates and propargyl acetals in the chiral ligand-controlled Rautenstrauch reaction.

  DOI：

  10.1021/jacs.5b00613

文献信息

• A radical addition and cyclization relay promoted by Mn(OAc)3⋅2H2O: Synthesis of 1,2-oxaphospholoindoles and mechanistic study
  作者：Meng-Meng Xu、Lu-Yao Kou、Xiao-Guang Bao、Xiao-Ping Xu、Shun-Jun Ji

  DOI：10.1016/j.cclet.2021.02.001

  日期：2021.6

  Novel and efficient Mn(OAc)3⋅2H2O promoted radical addition-[4 + 1] cyclization relay of 3-indolymethanols and phosphites was disclosed, which afforded 1,2-oxaphospholoindole derivatives in moderate to good yields. Based on the experimental and computational studies, a mechanism involving radical addition and intramolecular cyclization cascade was proposed.

  新型高效的 Mn(OAc) 3 ⋅2H 2 O 促进了 3-吲哚甲醇和亚磷酸酯的自由基加成-[4 + 1] 环化中继，以中等至良好的产率提供了 1,2-氧杂磷并吲哚衍生物。基于实验和计算研究，提出了一种涉及自由基加成和分子内环化级联的机制。
• Antifungal Agents. Part 3: Synthesis and Antifungal Activities of 3-Acylindole Analogs against Phytopathogenic Fungi In Vitro
  作者：Hui Xu、Wen bin Yang、Qin Wang

  DOI：10.1111/j.1747-0285.2011.01212.x

  日期：2011.11

  To find more potent antifungal compounds, twenty 3‐acylindole analogs were synthesized and bio‐evaluated for their antifungal activities against seven phytopathogenic fungi. Structure–activity relationships investigations revealed that 4‐ or 6‐methyl and 3‐acetyl or propionyl groups were the important structural properties of 3‐acylindoles for the activities. Especially 4‐methyl‐3‐propionylindole,

  为了找到更有效的抗真菌化合物，合成了20种3-acylindole类似物，并对它们对7种植物病原真菌的抗真菌活性进行了生物学评估。结构-活性关系研究表明4-或6-甲基和3-乙酰基或丙酰基是3-酰基环戊二烯对于该活性的重要结构性质。尤其是4-甲基-3- propionylindole，12，显示比恶霉灵，市售农用杀菌剂的更有效的活动，并且可能被认为是新的有希望的候选引为进一步设计和农业杀真菌剂的合成。
• Antifungal agents. Part 5: Synthesis and antifungal activities of aminoguanidine derivatives of N-arylsulfonyl-3-acylindoles
  作者：Hui Xu、Yang-Yang Wang

  DOI：10.1016/j.bmcl.2010.10.084

  日期：2010.12

  In order to discover more promising antifungal agents, a series of aminoguanidine derivatives of N-arylsulfonyl-3-acylindoles (5a–r) were prepared and evaluated in vitro for their antifungal activities against seven phytopathogenic fungi. Especially compounds 5n and 5o exhibited more potent antifungal activities than or comparable to hymexazol, a commercially available agricultural fungicide at the

  为了发现更多有希望的抗真菌剂，制备了一系列N-芳基磺酰基-3-酰基林多酚（5a - r）的氨基胍衍生物，并在体外评估了其对7种植物病原真菌的抗真菌活性。尤其是化合物5n和5o表现出比Hymexazol更强的抗真菌活性，Hymexazol是浓度为100μg/ mL的市售农业杀菌剂。初步的结构-活性关系研究表明，引入了给电子性取代基R 1和R 2以及适当长度的取代基R 3 通常对于它们的抗真菌活性非常重要。