N-butyl-N-(3,4-dihydro-1-naphthyl)carbamoyl chloride | 1235712-92-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-butyl-N-(3,4-dihydro-1-naphthyl)carbamoyl chloride
• CAS: 1235712-92-1
• 化学式: C₁₅H₁₈ClNO
• 分子量: 263.767
• InChiKey: JIXDXJMCPMAHRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  5-癸炔 、 N-butyl-N-(3,4-dihydro-1-naphthyl)carbamoyl chloride 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 1,5-环辛二烯 作用下， 以 邻二甲苯 为溶剂， 反应 48.0h， 以52%的产率得到1,3,4-Tributyl-5,6-dihydrobenzo[h]quinolin-2-one
  参考文献：
  名称：

  Iridium-Catalyzed Annulation of N-Arylcarbamoyl Chlorides with Internal Alkynes

  摘要：

  An iridium complex successfully catalyzed the annulation of various N-arylcarbamoyl chlorides with internal alkynes to afford 2-quinolones in good to excellent yields. The present reaction is widely applicable to substrates with various functionalities. An amide-iridacycle complex was isolated, and it is likely that such an iridacycle species is a key intermediate in the catalytic reaction.

  DOI：

  10.1021/ja104153k
• 作为产物：
  描述：

  三光气 、 N-(3,4-dihydro-1(2H)-naphthalenylidene)-1-butanamine 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 N-butyl-N-(3,4-dihydro-1-naphthyl)carbamoyl chloride
  参考文献：
  名称：

  Iridium-Catalyzed Annulation of N-Arylcarbamoyl Chlorides with Internal Alkynes

  摘要：

  An iridium complex successfully catalyzed the annulation of various N-arylcarbamoyl chlorides with internal alkynes to afford 2-quinolones in good to excellent yields. The present reaction is widely applicable to substrates with various functionalities. An amide-iridacycle complex was isolated, and it is likely that such an iridacycle species is a key intermediate in the catalytic reaction.

  DOI：

  10.1021/ja104153k

文献信息

• Pd-catalyzed dehydrogenative annulation approach for the efficient synthesis of phenanthridinones
  作者：Xinyao Li、Jun Pan、Song Song、Ning Jiao

  DOI：10.1039/c6sc01148a

  日期：——

  annulation of aryl iodides and aryl carbamic chlorides for the efficient synthesis of phenanthridinone derivatives was developed. Simple aryl iodides and carbamic chlorides readily made from various anilines, a broad substrate scope with hetero/polycycles, as well as high-value products, make this direct dehydrogenative annulation approach very practical and attractive.

  开发了一种新型的钯催化的芳基碘化物和芳基氨基甲酸酯氯化物的分子间脱氢环化反应，以有效地合成菲啶酮衍生物。由各种苯胺容易制得的简单的芳基碘化物和氨基甲酸酯氯化物，具有杂/多环的广泛底物范围以及高价值的产品，使得这种直接的脱氢环化方法非常实用且具有吸引力。