2-[3-(1H-1,2,3-benzotriazol-1-yl)-5,5-diethyl-2,5-dihydrofuran-2-yl](diphenyl)methanol

• 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: 2-[3-(1H-1,2,3-benzotriazol-1-yl)-5,5-diethyl-2,5-dihydrofuran-2-yl](diphenyl)methanol
• 英文别名: [4-(benzotriazol-1-yl)-5,5-diethyl-2H-furan-2-yl]-diphenylmethanol
• 化学式: C₂₇H₂₇N₃O₂
• 分子量: 425.53
• InChiKey: RIJVKPHSUFMZSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-[(2Z)-3-chloroprop-2-enyl]-1H-1,2,3-benzotriazole 在 正丁基锂 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 2-[3-(1H-1,2,3-benzotriazol-1-yl)-5,5-diethyl-2,5-dihydrofuran-2-yl](diphenyl)methanol
  参考文献：
  名称：

  β-Acylvinyl Anion and Dianion Equivalents:  Lithiation of 1-[(2EZ)-3-Chloroprop-2-enyl]-1H-1,2,3-benzotriazole:  Preparation and Elaboration of 1-(2-Oxiranylvinyl)-1H-benzotriazoles

  摘要：

  The allyllithium generated from 1-[(2EZ)-3-chloroprop-2-enyl]-1H-1,2,3-benzotriazole (5) and LDA, in the presence of HMPA, reacts with enolizable and nonenolizable carbonyls solely at the CCl terminus to give 1-(2-oxiranylvinyl)benzotriazoles 6a-g in 61-82% yields. Allyllithiums generated from 6a,c reacted exclusively at the CBt terminus to give 10a-d in 68-88% yields. Acidic hydrolysis of (oxiranylvinyl)benzotriazoles 6a-g and 10a-d provided 4-hydroxyalk-2-en-1-one derivatives 12a,b,c,e,g, 13a-d, and furan 14 in 54-86% yields.

  DOI：

  10.1021/jo049818j

文献信息

• β-Acylvinyl Anion and Dianion Equivalents:  Lithiation of 1-[(2<i>EZ</i>)-3-Chloroprop-2-enyl]-1<i>H</i>-1,2,3-benzotriazole:  Preparation and Elaboration of 1-(2-Oxiranylvinyl)-1<i>H</i>-benzotriazoles
  作者：Alan R. Katritzky、Kavita Manju、Anna V. Gromova、Peter J. Steel

  DOI：10.1021/jo049818j

  日期：2004.9.1

  The allyllithium generated from 1-[(2EZ)-3-chloroprop-2-enyl]-1H-1,2,3-benzotriazole (5) and LDA, in the presence of HMPA, reacts with enolizable and nonenolizable carbonyls solely at the CCl terminus to give 1-(2-oxiranylvinyl)benzotriazoles 6a-g in 61-82% yields. Allyllithiums generated from 6a,c reacted exclusively at the CBt terminus to give 10a-d in 68-88% yields. Acidic hydrolysis of (oxiranylvinyl)benzotriazoles 6a-g and 10a-d provided 4-hydroxyalk-2-en-1-one derivatives 12a,b,c,e,g, 13a-d, and furan 14 in 54-86% yields.