(2-hydroxynaphthalen-1-yl)(morpholino)methanone | 18137-27-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (2-hydroxynaphthalen-1-yl)(morpholino)methanone
• 英文别名: 4-(2-hydroxy-naphthalene-1-carbonyl)-morpholine；(2-Hydroxynaphthalen-1-yl)-morpholin-4-ylmethanone
• CAS: 18137-27-4
• 化学式: C₁₅H₁₅NO₃
• 分子量: 257.289
• InChiKey: VALPLNZAKJYLBT-UHFFFAOYSA-N

物化性质

• 沸点：
  489.6±40.0 °C(Predicted)
• 密度：
  1.298±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-hydroxynaphthalen-1-yl)(morpholino)methanone 在 tetrakis(actonitrile)copper(I) hexafluorophosphate 、 1-azido-3,3-dimethyl-3-(1H)-1,2-benziodoxole 、 (4R,4'R)-2,2'-(4,6-二苯并呋喃二基)双[4,5-二氢-4-苯基恶唑] 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以86%的产率得到
  参考文献：
  名称：

  Enantioselective Copper-Catalyzed Electrophilic Dearomative Azidation of β-Naphthols

  摘要：

  The first example of copper-catalyzed enantioselective dearomative azidation of beta-naphthols using a readily available N-3-transfer reagent is reported. A series of 2-hydroxy-1-naphthamides bearing a complex N-substituent were converted to the corresponding products in high yields with up to 96% ee, and chiral 1-azido-2-hydroxy-1-naphthoates were obtained with up to 90% ee under mild reaction conditions. The azides could be further transformed into the corresponding 1,2,3-triazoles smoothly via "click" reaction.

  DOI：

  10.1021/acs.orglett.9b02604
• 作为产物：
  描述：

  2-羟基-1-萘甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 16.0h， 生成 (2-hydroxynaphthalen-1-yl)(morpholino)methanone
  参考文献：
  名称：

  Enantioselective Copper-Catalyzed Electrophilic Dearomative Azidation of β-Naphthols

  摘要：

  The first example of copper-catalyzed enantioselective dearomative azidation of beta-naphthols using a readily available N-3-transfer reagent is reported. A series of 2-hydroxy-1-naphthamides bearing a complex N-substituent were converted to the corresponding products in high yields with up to 96% ee, and chiral 1-azido-2-hydroxy-1-naphthoates were obtained with up to 90% ee under mild reaction conditions. The azides could be further transformed into the corresponding 1,2,3-triazoles smoothly via "click" reaction.

  DOI：

  10.1021/acs.orglett.9b02604