N-(6-methyl-3H-inden-1-yl)acetamide | 1417704-57-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: N-(6-methyl-3H-inden-1-yl)acetamide
• CAS: 1417704-57-4
• 化学式: C₁₂H₁₃NO
• 分子量: 187.241
• InChiKey: UUTNYRLZRPAIDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  肼基甲酸甲酯 、 N-(6-methyl-3H-inden-1-yl)acetamide 在 叔丁基过氧化氢 、 铁酞菁 、 potassium carbonate 作用下， 以 癸烷 、 乙腈 为溶剂， 反应 1.0h， 以41%的产率得到methyl 3-acetamido-5-methyl-1H-indene-2-carboxylate
  参考文献：
  名称：

  Preparation of highly substituted (β-acylamino)acrylates via iron-catalyzed alkoxycarbonylation of N-vinylacetamides with carbazates

  摘要：

  一种简单高效的铁催化体系被应用于在温和反应条件下合成各种（β-酰胺基）丙烯酸酯衍生物。

  DOI：

  10.1039/c4cc05338a

文献信息

• Palladium-catalyzed cross-coupling of enamides with sterically hindered α-bromocarbonyls
  作者：Ran Ding、Zhi-Dao Huang、Zheng-Li Liu、Tian-Xiang Wang、Yun-He Xu、Teck-Peng Loh

  DOI：10.1039/c5cc10653b

  日期：——

  Palladium-catalyzed intermolecular alkylation of enamides with [small alpha]-bromo carbonyls was developed. Under mild reaction conditions, various cyclic and acyclic enamides reacted well with [small alpha]-bromo carbonyls to afford the corresponding multi-substituted alkene...

  开发了钯催化的带有[小α]-溴羰基的酰胺的分子间烷基化。在温和的反应条件下，各种环状和无环酰胺与[小α]-溴羰基反应良好，得到相应的多取代烯烃...
• Palladium‐Catalyzed Direct Alkynylation of <i>N</i> ‐Vinylacetamides
  作者：Yun‐He Xu、Qiu‐Chi Zhang、Tao He、Fei‐Fan Meng、Teck‐Peng Loh

  DOI：10.1002/adsc.201400171

  日期：2014.5.5

  ethynylation reaction between N‐vinylacetamides and (bromoethynyl)triisopropylsilane catalyzed by palladium is reported. A broad scope of cyclic N‐vinylacetamide derivatives was tolerated and the corresponding products could be obtained in acceptable yields. This work provides a general tool for the synthesis of conjugated enyne products using palladium(II) acetate as catalyst. The mild reaction conditions

  报道了钯催化的N-乙烯基乙酰胺与（溴乙炔基）三异丙基硅烷之间的直接乙炔化反应。宽范围的环状N-乙烯基乙酰胺衍生物是可以耐受的，并且可以以可接受的收率获得相应的产物。这项工作提供了使用乙酸钯（II）作为催化剂合成共轭烯炔产品的通用工具。温和的反应条件和合理的结果应使该方法成为有用的合成方案。不幸的是，发现其他溴代炔烃没有反应性，在当前反应条件下无法提供所需的产物。
• Regioselective Reaction of 2-Indolylmethanols with Enamides
  作者：Yuting Tian、Dongqing He、Limei Gao、Yu Zou、Xiaoshuang Liu、Qiang Wang、Enxiang Liang、Yongsheng Zheng

  DOI：10.3390/molecules28083341

  日期：——

  A highly regioselective reaction of 2-indolylmethanols with enamides has been developed at room temperature by using AlCl3 as a catalyst. A wide range of hybrids (40 examples) of indoles and enamides were obtained in moderate to good yields (up to 98% yield). This transformation represents the efficient way to introduce biologically important indoles and enamides skeleton into structurally complex

  使用 AlCl3 作为催化剂，在室温下开发了 2-吲哚甲醇与烯酰胺的高度区域选择性反应。以中等到良好的收率（高达 98% 的收率）获得了广泛的吲哚和烯酰胺杂化物（40 个例子）。这种转化代表了将生物学上重要的吲哚和烯酰胺骨架引入结构复杂的杂化物的有效方法。
• Palladium-catalyzed alkenyl C–H bond sulfonylation reaction using organosulfonyl chlorides
  作者：Yun-He Xu、Min Wang、Ping Lu、Teck-Peng Loh

  DOI：10.1016/j.tet.2013.01.071

  日期：2013.6

  A Pd-catalyzed alkenyl C-H bond direct sulfonylation of vinyl pyridine and enamides was developed. Various arylsulfonyl chlorides were tested in this reaction and the desired products were obtained in good yields. Moreover, the alkyl sulfonyl chloride could also be used though the yield was lower. A possible Pd(II)/Pd(IV) catalytic pathway involved in this coupling reaction was proposed. (C) 2013 Elsevier Ltd. All rights reserved.