2-(naphthalen-1-yl)pent-4-yn-2-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(naphthalen-1-yl)pent-4-yn-2-ol
• 英文别名: 2-(1-Naphthyl)-4-pentyn-2-ol；2-naphthalen-1-ylpent-4-yn-2-ol
• 化学式: C₁₅H₁₄O
• 分子量: 210.276
• InChiKey: BFVJOXJXXCYHRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-萘乙酮 、 allenylboronic acid 2,2-dimethyl-1,3-propanediol ester 在 bis(bis(trimethylsilyl)amido)zinc(II) 作用下， 以 四氢呋喃 为溶剂， 反应 36.0h， 以79%的产率得到2-(naphthalen-1-yl)pent-4-yn-2-ol
  参考文献：
  名称：

  Zinc Amide Catalyzed Regioselective Allenylation and Propargylation of Ketones with Allenyl Boronate

  摘要：

  Zinc amide catalyzed, regioselective allenylation and propargylation of ketones with allenyl boronate is reported. Tertiary allenyl and homopropargyl alcohols were obtained, respectively, in high selectivities, from the same starting materials, simply by changing the reaction conditions. The substrate scope was wide. Mechanistic studies suggest that the reactions are controlled under kinetic and thermodynamic conditions.

  DOI：

  10.1021/acs.orglett.5b03045

文献信息

• Process for producing propargylcarbinol compounds
  申请人：Sumitomo Chemical Company Limited

  公开号：US05523495A1

  公开（公告）日：1996-06-04

  The present invention provides a process for producing a propargylcarbinol compound of formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are as defined herein. The process comprises reacting a haloallylcarbinol compound of formula (II) with a base. The present invention also relates to a process for producing the haloallylcarbinol compound. The above propargylcarbinol compound is useful as an intermediate for agrochemicals, pharmaceuticals, perfumes, resin monomers, and the like.

  本发明提供了一种生产公式(I)的丙炔基醇化合物的方法：##STR1##其中R1和R2如本文所定义。该方法包括将公式(II)的卤代丙烯基醇化合物与碱反应。本发明还涉及一种生产卤代丙烯基醇化合物的方法。上述丙炔基醇化合物可用作农药、药品、香料、树脂单体等中间体。
• US5258529A
  申请人：——

  公开号：US5258529A

  公开（公告）日：1993-11-02
• US5523495A
  申请人：——

  公开号：US5523495A

  公开（公告）日：1996-06-04
• Zinc Amide Catalyzed Regioselective Allenylation and Propargylation of Ketones with Allenyl Boronate
  作者：Yasuhiro Yamashita、Yi Cui、Peizhong Xie、Shu̅ Kobayashi

  DOI：10.1021/acs.orglett.5b03045

  日期：2015.12.18

  Zinc amide catalyzed, regioselective allenylation and propargylation of ketones with allenyl boronate is reported. Tertiary allenyl and homopropargyl alcohols were obtained, respectively, in high selectivities, from the same starting materials, simply by changing the reaction conditions. The substrate scope was wide. Mechanistic studies suggest that the reactions are controlled under kinetic and thermodynamic conditions.